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  • General Chemistry  (77,717)
  • Humans  (26,754)
  • 1
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    How nature shaped echolocation in animals (2021)
    Frontiers Media SA
    Details
    Publication Date: 2024-03-31
    Description: Echolocation has evolved in different groups of animals, from bats and cetaceans to birds and humans, and enables localization and tracking of objects in a dynamic environment, where light levels may be very low or absent. Nature has shaped echolocation, an active sense that engages audiomotor feedback systems, which operates in diverse environments and situations. Echolocation production and perception vary across species, and signals are often adapted to the environment and task. In the last several decades, researchers have been studying the echolocation behavior of animals, both in the air and underwater, using different methodologies and perspectives. The result of these studies has led to rich knowledge on sound production mechanisms, directionality of the sound beam, signal design, echo reception and perception. Active control over echolocation signal production and the mechanisms for echo processing ultimately provide animals with an echoic scene or image of their surroundings. Sonar signal features directly influence the information available for the echolocating animal to perceive images of its environment. In many echolocating animals, the information processed through echoes elicits a reaction in motor systems, including adjustments in subsequent echolocation signals. We are interested in understanding how echolocating animals deal with different environments (e.g. clutter, light levels), tasks, distance to targets or objects, different prey types or other food sources, presence of conspecifics or certain predators, ambient and anthropogenic noise. In recent years, some researchers have presented new data on the origins of echolocation, which can provide a hint of its evolution. Theoreticians have addressed several issues that bear on echolocation systems, such as frequency or time resolution, target localization and beam-forming mechanisms. In this Research Topic we compiled recent work that elucidates how echolocation – from sound production, through echolocation signals to perception- has been shaped by nature functioning in different environments and situations. We strongly encouraged comparative approaches that would deepen our understanding of the processes comprising this active sense.
    Keywords: QP1-981 ; Q1-390 ; bats ; Biosonar ; Humans ; marine mammals ; sensory biology ; Birds ; Behavior ; Communication ; thema EDItEUR::M Medicine and Nursing::MF Pre-clinical medicine: basic sciences::MFG Physiology
    Language: English
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  • 2
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    Chocolate and Health: Friend or Foe? (2021)
    Frontiers Media SA
    Details
    Publication Date: 2024-03-30
    Description: In the ancient past, cocoa has been appreciated as a high-calorie food to boost energy in soldiers and for its undefined medicinal and mystical properties. During other times, chocolate has been considered as the forbidden “food of God”: a treasure of pleasure for the mind and the soul. The overall perception of the consumer for chocolate was of a “charming” and appealing food with lots of negative aspects related to high sugar content leading to consider chocolate as “junk food” for its “obesigen” calories. Recently, in association with the renewed interest of nutrition science in alternative source of health-promoting foods and ingredients, a large body of research has been conducted to unravel the pro and cons of cocoa in relation to human health. Epidemiological evidences indicate that cocoa consumption helps preventing cardiovascular disease for its high content in bioactive flavonoids. Clinical trials show that chocolate consumption might improve vascular function, decreasing platelet aggregation and display an antioxidant and anti-inflammatory effect. The putative protective action of cocoa seems to be multi-factorial and involving different aspects of vascular, antioxidant and endothelial function. However, the mechanism(s) that account for the benefits of cocoa it is still unclear. The aim of this Research Topic is therefore to provide the reader with an objective picture of the state of art on the association between cocoa and health, mainly through the evidences of human trials; overwhelmingly considered the golden standard for nutritional science. The Research Topic will cover the analysis of the manufacturing processes of the chocolate and the antioxidant effects in humans as well as the majority of the putative health effects of chocolate and cocoa, such as anti-inflammatory properties, effect on immunity, platelet aggregation, blood pressure, endothelial function and cognitive behavior. Unraveling the functional properties of cocoa will help to understand if the 'food of God' is a primordial gift for the health of mankind.
    Keywords: R5-920 ; RC581-607 ; TX341-641 ; Antioxidants ; Obesity ; Flavonoids ; Humans ; Chocolate ; Blood pressure ; Inflammation ; Cognitive function ; Cocoa ; Immunity
    Language: English
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  • 3
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    The Functional Organization of the Auditory System (2021)
    Frontiers Media SA
    Details
    Publication Date: 2024-04-05
    Description: This eBook comprises s series of original research and review articles dealing with the anatomical, genetic, and physiological organization of the auditory system from humans to monkeys and mice.
    Keywords: RC321-571 ; Q1-390 ; audition ; monkeys ; gens ; translational ; Humans ; Rodents ; Memory ; Perception ; Physiology ; functional imaging ; Anatomy ; thema EDItEUR::P Mathematics and Science::PS Biology, life sciences::PSA Life sciences: general issues::PSAN Neurosciences
    Language: English
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  • 4
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    Spatial memory - a unique window into healthy and pathological ageing (2021)
    Frontiers Media SA
    Details
    Publication Date: 2024-04-05
    Description: The global population aged over 60 is set to rise dramatically in the coming decades. In many countries, the older population now faces the prospect of spending a quarter of their lives aged over 65, and a significant proportion will have to cope with cognitive decline associated with normal ageing or with dementia disorders. Given that these fundamental demographic changes will pose a significant challenge to health care systems, a detailed understanding of age-related cognitive and neurobiological changes is essential in helping elderly populations maintain cognitive performance. In addition, developing sensitive biomarkers to identify those at risk of developing dementia is crucial for early and effective interventions. To make inferences about the ageing process from the animal model back to the human, rigorous behavioral paradigms must be used to ensure that the same function is being examined across species. Given that similar navigational paradigms can easily be applied to humans and animals, recent years have seen an expansion of studies attempting to bridge the gap between age-related changes in animal and human spatial cognition. These studies begin to suggest that disruptions in spatial computations are among the earliest indicators of impending cognitive decline. In addition, although many animal studies have identified pathological mechanisms with paradigms involving spatial navigation, these mechanisms support many nonspatial cognitive functions as well. As a consequence, a successful characterization of how spatial processing changes in the ageing brain could reveal fundamental effects of cognitive ageing that could inform about general mechanisms underlying decline in perception, mnemonic processing and multisensory integration.
    Keywords: RC321-571 ; Q1-390 ; Neuroscience ; spatial navigation ; Humans ; Aging ; Animal Models ; Dementia ; thema EDItEUR::P Mathematics and Science::PS Biology, life sciences::PSA Life sciences: general issues::PSAN Neurosciences
    Language: English
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  • 5
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    Hidden Depths (2022)
    White Rose University Press | White Rose University Press
    Details
    Publication Date: 2022-12-06
    Description: In Hidden Depths, Professor Penny Spikins explores how our emotional connections have shaped human ancestry. Focusing on three key transitions in human origins, Professor Spikins explains how the emotional capacities of our early ancestors evolved in response to ecological changes, much like similar changes in other social mammals. For each transition, dedicated chapters examine evolutionary pressures, responses in changes in human emotional capacities and the archaeological evidence for human social behaviours. Starting from our earliest origins, in Part One, Professor Spikins explores how after two million years ago, movement of human ancestors into a new ecological niche drove new types of collaboration, including care for vulnerable members of the group. Emotional adaptations lead to cognitive changes, as new connections based on compassion, generosity, trust and inclusion also changed our relationship to material things. Part Two explores a later key transition in human emotional capacities occurring after 300,000 years ago. At this time changes in social tolerance allowed ancestors of our own species to further reach out beyond their local group and care about distant allies, making human communities resilient to environmental changes. An increasingly close relationship to animals, and even to cherished possessions, appeared at this time, and can be explained through new human vulnerabilities and ways of seeking comfort and belonging. Lastly, Part Three focuses on the contrasts in emotional dispositions arising between ourselves and our close cousins, the Neanderthals. Neanderthals are revealed as equally caring yet emotionally different humans, who might, if things had been different, have been in our place today. This new narrative breaks away from traditional views of human evolution as exceptional or as a linear progression towards a more perfect form. Instead, our evolutionary history is situated within similar processes occurring in other mammals, and explained as one in which emotions, rather than ‘intellect’, were key to our evolutionary journey. Moreover, changes in emotional capacities and dispositions are seen as part of differing pathways each bringing strengths, weaknesses and compromises. These hidden depths provide an explanation for many of the emotional sensitivities and vulnerabilities which continue to influence our world today.
    Keywords: Human demography ; Group size ; Lithic transfers ; Raw material movements ; Bonobos ; Dog burial ; Comfort ; Symbolic objects ; Symbolism ; Mobiliary art ; Attachment fluidity ; Hypersociability ; Human-animal relationships ; Dog domestication ; Attachment object ; Approachability ; Approach behaviour ; Avoidance behaviour ; Androgens ; Physiological responses ; Cognitive Archaeology ; Autism Spectrum Condition ; Handaxe ; Biface ; Neurodiversity ; Palaeolithic stone tools ; Evolution of neurodiversity ; Rock art ; Ice age art ; Material Culture ; Cultural transmission ; Emotional commitment ; Biopsychosocial approach ; Social tolerance ; Attachment ; Genus Homo ; Acheulian ; Cultural evolution ; Skeletal abnormality ; Injury ; Illness ; Interdependence ; Emotional sensitivity ; Moral emotions ; Evolution of Altruism ; Hominins ; Upper Palaeolithic ; Lower Palaeolithic ; Ecological niche ; Selective pressure ; Behavioural ecology ; Wolves ; Affective empathy ; Cognitive empathy ; Theory of mind ; Human Cognition ; Vulnerability ; Evolutionary Psychology ; Developmental psychology ; Helping behaviours ; Social cognition ; Social mammals ; Human Emotion ; Human social collaboration ; Generosity ; Emotional brain ; Social emotions ; Comparative behaviour ; Evolution ; Social carnivores ; Primate behavioural ecology ; Primate social systems ; Human Evolution ; Human ancestors ; Collaboration ; Evolutionary Biology ; Emotional vulnerability ; Social connection ; Decolonisation ; Social networks ; Middle Palaeolithic ; Community resilience ; Convergent evolution ; Chimpanzee ; Origin of modern humans ; Social safeness ; Wolf domestication ; Cherished possessions ; Compensatory attachment ; Loneliness ; Palaeolithic art ; Stress reactivity ; Bonding hormones ; Humans ; Hunter-gatherers ; Intergroup collaboration ; Tolerance ; Emotional connection ; Autism ; Trust ; Early Prehistory ; Palaeopathology ; Origins of healthcare ; Human self-domestication ; Palaeolithic Archaeology ; Social brain ; Care-giving ; Empathy ; Neanderthals ; Compassion ; Social Connection ; Evolution of Emotions ; Human Origins ; Adaptation ; Prehistory ; bic Book Industry Communication::J Society & social sciences::JH Sociology & anthropology::JHM Anthropology ; bic Book Industry Communication::H Humanities::HD Archaeology ; bic Book Industry Communication::P Mathematics & science::PS Biology, life sciences ; bic Book Industry Communication::P Mathematics & science::PS Biology, life sciences::PSA Life sciences: general issues::PSAF Ecological science, the Biosphere ; bic Book Industry Communication::P Mathematics & science::PS Biology, life sciences::PSA Life sciences: general issues::PSAJ Evolution ; bic Book Industry Communication::J Society & social sciences::JP Politics & government::JPW Political activism::JPWQ Revolutionary groups & movements ; bic Book Industry Communication::J Society & social sciences::JM Psychology
    Language: English
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  • 6
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    Neuropharmacological, Neurobiological and Behavioral Mechanisms of Learning and Memory (2021)
    Frontiers Media SA
    Details
    Publication Date: 2024-04-04
    Description: This eBook is a collection of articles from a Frontiers Research Topic. Frontiers Research Topics are very popular trademarks of the Frontiers Journals Series: they are collections of at least ten articles, all centered on a particular subject. With their unique mix of varied contributions from Original Research to Review Articles, Frontiers Research Topics unify the most influential researchers, the latest key findings and historical advances in a hot research area! Find out more on how to host your own Frontiers Research Topic or contribute to one as an author by contacting the Frontiers Editorial Office: frontiersin.org/about/contact
    Keywords: drugs ; Behavior ; Memory tasks ; pre-clinical ; clinical ; Humans ; Animals ; thema EDItEUR::P Mathematics and Science::PD Science: general issues ; thema EDItEUR::M Medicine and Nursing::MK Medical specialties, branches of medicine::MKG Pharmacology
    Language: English
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  • 7
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    Pacific Climate Cultures (2022)
    De Gruyter | De Gruyter Open Poland
    Details
    Publication Date: 2022-11-22
    Description: This edited volume examines the opportunities to think, do, and/or create jointly afforded by digital storytelling. The contributors discuss digital storytelling in the context of educational programs, teaching anthropology, and ethnographic research involving a variety of populations and subjects that will appeal to researchers and practitioners engaged with qualitative methods and pedagogies that rely on media technology.
    Keywords: Discourse ; Climate Change ; Humans ; Nature ; Oceania ; Resilience ; Environmental Ethics ; Environmental Change ; Worldview ; bic Book Industry Communication::J Society & social sciences::JF Society & culture: general::JFF Social issues & processes::JFFC Social impact of disasters ; bic Book Industry Communication::J Society & social sciences::JF Society & culture: general::JFH Popular beliefs & controversial knowledge::JFHF Folklore, myths & legends ; bic Book Industry Communication::J Society & social sciences::JF Society & culture: general::JFS Social groups::JFSL Ethnic studies::JFSL9 Indigenous peoples ; bic Book Industry Communication::J Society & social sciences::JH Sociology & anthropology::JHB Sociology::JHBD Population & demography ; bic Book Industry Communication::J Society & social sciences::JH Sociology & anthropology::JHM Anthropology ; bic Book Industry Communication::P Mathematics & science::PS Biology, life sciences::PSX Human biology::PSXM Medical anthropology
    Language: English
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  • 8
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    Can humans & coastal landforms co-exist? : proceedings of a workshop held at the Woods Hole Oceanographic Institution, Woods Hole, MA January 24, 2001 (2005)
    Woods Hole Oceanographic Institution
    Details
    Publication Date: 2022-05-25
    Description: The primary objective of this publication is to share with a wider audience the valuable information and extensive dialogue that took place amongst over 140 individuals who attended the second in a series of planned workshops on the science and management of coastal landforms in Massachusetts. This workshop took place at the Woods Hole Oceanographic Institution on January 24, 2001. The individuals who attended this workshop are actively engaged in planning, managing, regulating, engineering, educating, and studying coastal landforms and their beneficial functions. This workshop titled, Can Humans & Coastal Landforms Co-exist?’, was a natural follow-up to a previous workshop, Coastal Landform Management in Massachusetts, held at WHOI October 9-10, 1997 (proceedings published as WHOI Technical Report #WHOI-98-16). The workshop had a very practical, applied focus, providing state-of-the-art scientific understanding of coastal landform function, case history management and regulation of human activities proposed on coastal landforms, a multi-faceted mock conservation commission hearing presented by practicing technical consultants and attorneys that involved all attendees acting as regulators in breakout sessions, and, at the conclusion of the workshop, an open discussion on all issues related to the science and management of coastal landforms, including future research needs.
    Description: Funding for these proceedings was provided by WHOI Sea Grant and the NOAA National Sea Grant College Program Office, Department of Commerce, under NOAA Grant No. M10-2, Woods Hole Oceanographic Institution Sea Grant Project No. NA86R60075.
    Keywords: Coastal ; Landforms ; Humans
    Repository Name: Woods Hole Open Access Server
    Type: Technical Report
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  • 9
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    Concerns about quadrupole ICP-MS lead isotopic data and interpretations in the environment and health fields (2018)
    MDPI AG
    Details
    Publication Date: 2022-05-25
    Description: © The Author(s), 2018. This article is distributed under the terms of the Creative Commons Attribution License. The definitive version was published in International Journal of Environmental Research and Public Health 15 (2018): 723, doi:10.3390/ijerph15040723.
    Description: There has been a massive increase in recent years of the use of lead (Pb) isotopes in attempts to better understand sources and pathways of Pb in the environment and in man or experimental animals. Unfortunately, there have been many cases where the quality of the isotopic data, especially that obtained by quadrupole inductively coupled plasma mass spectrometry (Q-ICP-MS), are questionable, resulting in questionable identification of potential sources, which, in turn, impacts study interpretation and conclusions. We present several cases where the isotopic data have compromised interpretation because of the use of only the major isotopes 208Pb/206Pb and 207Pb/206Pb, or their graphing in other combinations. We also present some examples comparing high precision data from thermal ionization (TIMS) or multi-collector plasma mass spectrometry (MC-ICP-MS) to illustrate the deficiency in the Q-ICP-MS data. In addition, we present cases where Pb isotopic ratios measured on Q-ICP-MS are virtually impossible for terrestrial samples. We also evaluate the Pb isotopic data for rat studies, which had concluded that Pb isotopic fractionation occurs between different organs and suggest that this notion of biological fractionation of Pb as an explanation for isotopic differences is not valid. Overall, the brief review of these case studies shows that Q-ICP-MS as commonly practiced is not a suitable technique for precise and accurate Pb isotopic analysis in the environment and health fields
    Keywords: Lead isotopes ; ICP-MS ; TIMS ; MC-ICP-MS ; Environment ; Humans ; Rats ; Fractionation
    Repository Name: Woods Hole Open Access Server
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  • 10
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    Quantification of bone surface textures: exploring a new method of ontogenetic ageing (2023)
    In:  Journal of Analytical Science and Technology vol. 14 no. 1
    Details
    Publication Date: 2024-02-26
    Description: Identifcation of ontogenetic age classes plays an important role in the felds of zoology, palaeontology and archaeology, where accurate age classifcations of (sub)fossil remains are a crucial component for the reconstruction \nof past life. Textural ageing\xe2\x80\x94the identifcation of age-related bone surface textures\xe2\x80\x94provides a size-independent \nmethod for age assessment of vertebrate material. However, most of the work so far is limited to qualitative results. \nWhile qualitative approaches provide helpful insights on textural ageing patterns, they are heavily subject to observer \nbias and fall short of quantitative data relevant for detailed statistical analyses and cross-comparisons. Here, we present a pilot study on the application of 3D surface digital microscopy to quantify bone surface textures on the long \nbones of the grey heron (Ardea cinerea) and the Canada goose (Branta canadensis) using internationally verifed \nroughness parameters. Using a standardised measuring protocol, computed roughness values show a strong correlation with qualitative descriptions of textural patterns. Overall, higher roughness values correspond to increased numbers of grooves and pits and vice versa. Most of the roughness parameters allowed distinguishing between diferent \nontogenetic classes and closely followed the typical sigmoidal animal growth curve. Our results show that bone \ntexture quantifcation is a feasible approach to identifying ontogenetic age classes.
    Keywords: General Physics and Astronomy ; General Environmental Science ; General Biochemistry ; Genetics and Molecular Biology ; General Materials Science ; General Chemistry ; Roughness ; Surfaces ; Taphonomy ; Topography ; Bone ; Ontogeny ; Digital microscopy
    Repository Name: National Museum of Natural History, Netherlands
    Type: info:eu-repo/semantics/article
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  • 11
    Electronic Resource
    Electronic Resource
    Thermal gradients in the oesophagus of man during exercise and passive warming
    Amsterdam : Elsevier
    Journal of Thermal Biology 5 (1980), S. 249-251 
    Details
    ISSN: 0306-4565
    Keywords: Humans ; exercise ; hyperthermia ; oesophageal temperature
    Source: Elsevier Journal Backfiles on ScienceDirect 1907 - 2002
    Topics: Biology
    Type of Medium: Electronic Resource
    URL: http://linkinghub.elsevier.com/retrieve/pii/0306-4565(80)90029-7
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  • 12
    Electronic Resource
    Electronic Resource
    Radioimmunoassay for immunoreactive [des-Leu^1^0]-angiotensin I
    Amsterdam : Elsevier
    Peptides 10 (1989), S. 489-492 
    Details
    ISSN: 0196-9781
    Keywords: Angiotensin II ; Blood ; Humans ; Radioimmunoassay ; Rats ; [des-Leu^1^0]-angiotensin I
    Source: Elsevier Journal Backfiles on ScienceDirect 1907 - 2002
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://linkinghub.elsevier.com/retrieve/pii/0196-9781(89)90133-2
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  • 13
    Electronic Resource
    Electronic Resource
    Evidence against autocrine feedback regulation of cholecystokinin secretion in man
    Amsterdam : Elsevier
    Peptides 13 (1992), S. 287-290 
    Details
    ISSN: 0196-9781
    Keywords: Autocrine feedback mechanism ; Cholecystokinin ; Feeding ; Humans ; Radioimmunoassay
    Source: Elsevier Journal Backfiles on ScienceDirect 1907 - 2002
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://linkinghub.elsevier.com/retrieve/pii/0196-9781(92)90110-O
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  • 14
    Electronic Resource
    Electronic Resource
    Domestic cat predation on vampire bats (Desmodus rotundus) while foraging on goats, pigs, cows and human beings
    Amsterdam : Elsevier
    Applied Animal Behaviour Science 39 (1994), S. 141-150 
    Details
    ISSN: 0168-1591
    Keywords: Cats ; Foraging ; Humans ; Livestock ; Predators ; Vampire bats
    Source: Elsevier Journal Backfiles on ScienceDirect 1907 - 2002
    Topics: Biology
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1016/0168-1591(94)90134-1
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  • 15
    Electronic Resource
    Electronic Resource
    Behavioural responses to humans and the productivity of commercial broiler chickens
    Amsterdam : Elsevier
    Applied Animal Behaviour Science 41 (1994), S. 101-114 
    Details
    ISSN: 0168-1591
    Keywords: Fear ; Handling ; Humans ; Poultry ; Productivity
    Source: Elsevier Journal Backfiles on ScienceDirect 1907 - 2002
    Topics: Biology
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1016/0168-1591(94)90055-8
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  • 16
    Electronic Resource
    Electronic Resource
    A neuroheptapeptide influence on cognitive functioning in the elderly
    Amsterdam : Elsevier
    Peptides 1 (1980), S. 55-57 
    Details
    ISSN: 0196-9781
    Keywords: ACTH ; Aging ; Attention ; Cognition ; Humans ; MSH ; Peptide ; Visual retention
    Source: Elsevier Journal Backfiles on ScienceDirect 1907 - 2002
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://linkinghub.elsevier.com/retrieve/pii/0196-9781(80)90036-4
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  • 17
    Electronic Resource
    Electronic Resource
    The substance P content of peripheral tissues in several mammals
    Amsterdam : Elsevier
    Peptides 4 (1983), S. 451-455 
    Details
    ISSN: 0196-9781
    Keywords: Biliary system ; Cat ; Guinea-pig ; Humans ; Mucosa ; Rabbit ; Radioimmunoassay ; Respiratory system ; Skin ; Substance P ; Sympathetic nervous system ; Urinary system
    Source: Elsevier Journal Backfiles on ScienceDirect 1907 - 2002
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://linkinghub.elsevier.com/retrieve/pii/0196-9781(83)90048-7
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  • 18
    Electronic Resource
    Electronic Resource
    Circulatory effects of VIP in anesthetized man
    Amsterdam : Elsevier
    Peptides 5 (1984), S. 319-323 
    Details
    ISSN: 0196-9781
    Keywords: Blood flow ; Circulation ; Electromagnetic flowmetry ; Humans ; VIP
    Source: Elsevier Journal Backfiles on ScienceDirect 1907 - 2002
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://linkinghub.elsevier.com/retrieve/pii/0196-9781(84)90227-4
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  • 19
    Electronic Resource
    Electronic Resource
    Elevated frequencies of hprt mutant lymphocytes in cigarette-smoking mothers and their newborns
    Amsterdam : Elsevier
    Mutation Research/Fundamental and Molecular Mechanisms of Mutagenesis 304 (1994), S. 285-294 
    Details
    ISSN: 0027-5107
    Keywords: Cotinine ; Genetic monitoring ; Hprt mutation ; Humans ; Lymphocytes ; Pregnancy ; Smoking ; Tobacco
    Source: Elsevier Journal Backfiles on ScienceDirect 1907 - 2002
    Topics: Biology , Medicine
    Type of Medium: Electronic Resource
    URL: http://linkinghub.elsevier.com/retrieve/pii/0027-5107(94)90221-6
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  • 20
    Electronic Resource
    Electronic Resource
    Evidence for genetic similarity detection in human marriage
    Amsterdam : Elsevier
    Ethology and Sociobiology 6 (1985), S. 183-187 
    Details
    ISSN: 0162-3095
    Keywords: Assortative mating ; Genetic similarity ; Heritability ; Humans ; Kin recognition
    Source: Elsevier Journal Backfiles on ScienceDirect 1907 - 2002
    Topics: Biology
    Type of Medium: Electronic Resource
    URL: http://linkinghub.elsevier.com/retrieve/pii/0162-3095(85)90030-5
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  • 21
    Electronic Resource
    Electronic Resource
    Interspecies homology of cytochrome P-450: toxicological significance of cytochrome P-450 cross-reactive with anti-rat P-448-H antibodies in liver microsomes from dogs, monkeys and humans
    Amsterdam : Elsevier
    Mutation Research Letters 226 (1989), S. 163-167 
    Details
    ISSN: 0165-7992
    Keywords: Cytochrome P-450 ; Dogs ; Humans ; Monkeys ; P-448-H ; Rats
    Source: Elsevier Journal Backfiles on ScienceDirect 1907 - 2002
    Topics: Biology , Medicine
    Type of Medium: Electronic Resource
    URL: http://linkinghub.elsevier.com/retrieve/pii/0165-7992(89)90014-6
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  • 22
    Electronic Resource
    Electronic Resource
    Estimating paternity confidence
    Amsterdam : Elsevier
    Ethology and Sociobiology 8 (1987), S. 215-220 
    Details
    ISSN: 0162-3095
    Keywords: Humans ; Paternity confidence ; Relatedness
    Source: Elsevier Journal Backfiles on ScienceDirect 1907 - 2002
    Topics: Biology
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1016/0162-3095(87)90045-8
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  • 23
    Electronic Resource
    Electronic Resource
    Noninvasive measures of oxidative stress status in humans
    Amsterdam : Elsevier
    Free Radical Biology and Medicine 10 (1991), S. 177-184 
    Details
    ISSN: 0891-5849
    Keywords: Free radicals ; Humans ; Noninvasive analytical techniques ; Oxidative stress status
    Source: Elsevier Journal Backfiles on ScienceDirect 1907 - 2002
    Topics: Biology , Chemistry and Pharmacology , Medicine
    Type of Medium: Electronic Resource
    URL: http://linkinghub.elsevier.com/retrieve/pii/0891-5849(91)90073-C
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  • 24
    Electronic Resource
    Electronic Resource
    In vivo loss of telomeric repeats with age in humans
    Amsterdam : Elsevier
    Mutation Research DNAging 256 (1991), S. 45-48 
    Details
    ISSN: 0921-8734
    Keywords: Ageing ; Humans ; Skin cells ; Telomeres
    Source: Elsevier Journal Backfiles on ScienceDirect 1907 - 2002
    Topics: Biology
    Type of Medium: Electronic Resource
    URL: http://linkinghub.elsevier.com/retrieve/pii/0921-8734(91)90032-7
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  • 25
    Electronic Resource
    Electronic Resource
    The evolution of two west African populations (1992)
    Springer
    Journal of molecular evolution 34 (1992), S. 336-344 
    Details
    ISSN: 1432-1432
    Keywords: Humans ; Mitochondrial DNA ; Nuclear polymorphisms ; Heteroplasmy ; Genetic differentiation ; Sickle cell ; Rain forest refuges
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Notes: Summary The identification of genetically coherent populations is essential for understanding human evolution. Among the culturally uniform ethnic groups of west Africa, there are two geographically distinct populations with high frequencies of sickle-cell hemoglobin (HbS). Although the HbS mutation in each group is found on distinguishable chromosomes 11, these populations have been assumed to be parts of a single population. Analysis of mitochondrial DNA (mtDNA) in these populations demonstrated that the two populations identified by alternative chromosomes 11 bearing HbS have distinct distributions of mitochondrial genotypes, i.e., they are maternally separate. These studies also showed that, contrary to expectation, the mtDNA of some individuals is heteroplasmic. For nuclear loci, a comparison of the frequency of alternative alleles established that these populations are genetically distinct. Both the mitochondrial and nuclear data indicate that these populations have been separate for approximately 50,000 years. Although HbS in the two populations is usually attributed to recent, independent mutations, the duration of the separation and the observed geographic distribution of the population allow for the possibility of an ancient origin of HbS. Assuming an ancient mutation and considering the known biogeography, we suggest that HbS protected selected populations from malaria in rain forest refuges during the most recent ice age.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00160241
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    The compositional distribution of coding sequences and DNA molecules in humans and murids (1988)
    Springer
    Journal of molecular evolution 27 (1988), S. 311-320 
    Details
    ISSN: 1432-1432
    Keywords: Genome composition ; Coding sequences ; Isochores ; Humans ; Murids
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Notes: Summary The compositional distributions of coding sequences and DNA molecules (in the 50-100-kb range) are remarkably narrower in murids (rat and mouse) compared to humans (as well as to all other mammals explored so far). In murids, both distributions begin at higher and end at lower GC values. A comparison of homologous coding sequences from murids and humans revealed that their different compositional distributions are due to differences in GC levels in all three codon positions, particularly of genes located at both ends of the distribution. In turn, these differences are responsible for differences in both codon usage and amino acids. When GC levels at first+second codon positions and third codon positions, respectively, of murid genes are plotted against corresponding GC levels of homologous human genes, linear relationships (with very high correlation coefficients and slopes of about 0.78 and 0.60, respectively) are found. This indicates a conservation of the order of GC levels in homologous genes from humans and murids. (The same comparison for mouse and rat genes indicates a conservation of GC levels of homologous genes.) A similar linear relationship was observed when plotting GC levels of corresponding DNA fractions (as obtained by density gradient centrifugation in the presence of a sequence-specific ligand) from mouse and human. These findings indicate that orderly compositional changes affecting not only coding sequences but also noncoding sequences took place since the divergence of murids. Such directional fixations of mutations point to the existence of selective pressures affecting the genome as a whole.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF02101193
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    Phylogenetic evidence for multiple Alu source genes (1992)
    Springer
    Journal of molecular evolution 35 (1992), S. 7-16 
    Details
    ISSN: 1432-1432
    Keywords: Alu source genes ; Humans ; Gorillas ; Retrotransposition
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Notes: Summary A member of the young PV Alu sub-family is detected in chimpanzee DNA showing that the PV subfamily is not specific to human DNA. This particular Alu is absent from the orthologous loci in both human and gorilla DNAs, indicating that PV subfamily members transposed within the chimpanzee lineage following the divergence of chimpanzee from both gorilla and human. These findings and previous reports describing the transpositional activity of other Alu sequences within the human, gorilla, and chimpanzee lineages provide phylogenetic evidence for the existence of multiple Alu source genes. Sequences surrounding this particular Alu resemble known transcriptional control elements associated with RNA polymerase III, suggesting a mechanism by which cis-acting elements might be acquired upon retrotransposition.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00160256
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    An analysis of codon usage in mammals: Selection or mutation bias? (1991)
    Springer
    Journal of molecular evolution 33 (1991), S. 442-449 
    Details
    ISSN: 1432-1432
    Keywords: Humans ; Mouse ; Rat ; Codon usage ; Mutation bias ; Selection
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Notes: Summary A new statistical test has been developed to detect selection on silent sites. This test compares the codon usage within a gene and thus does not require knowledge of which genes are under the greatest selection, that there exist common trends in codon usage across genes, or that genes have the same mutation pattern. It also controls for mutational biases that might be introduced by the adjacent bases. The test was applied to 62 mammalian sequences, the significant codon usage biases were detected in all three species examined (humans, rats, and mice). However, these biases appear not to be the consequence of selection, but of the first base pair in the codon influencing the mutation pattern at the third position.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF02103136
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    DNA damage and rpair with age in individual human lymphocytes
    Amsterdam : Elsevier
    Mutation Research DNAging 237 (1990), S. 123-130 
    Details
    ISSN: 0921-8734
    Keywords: Aging ; Humans ; Ionizing radiation ; Single cell electrophoresis
    Source: Elsevier Journal Backfiles on ScienceDirect 1907 - 2002
    Topics: Biology
    Type of Medium: Electronic Resource
    URL: http://linkinghub.elsevier.com/retrieve/pii/0921-8734(90)90018-M
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    Perception of shape from shading in chimpanzees (Pan troglodytes) and humans (Homo sapiens) (1998)
    Springer
    Animal cognition 1 (1998), S. 25-35 
    Details
    ISSN: 1435-9456
    Keywords: Key words Shape from shading ; Visual search ; Texture segregation ; Chimpanzees ; Humans
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Notes: Abstract The perception of shape from shading was tested in two chimpanzees (Pan troglodytes) and five humans (Homo sapiens), using visual search tasks. Subjects were required to select and touch an odd item (target) from among uniform distractors. Humans found the target faster when shading was vertical than when it was horizontal, consistent with results of previous research. Both chimpanzees showed the opposite pattern: they found the target faster when shading was horizontal. The same difference in response was found in texture segregation tasks. This difference between the species could not be explained by head rotation or head shift parallel to the surface of the monitor. Furthermore, when the shaded shape was changed from a circle to a square, or the shading type was changed from gradual to stepwise, the difference in performance between vertical and horizontal shading disappeared in chimpanzees, but persisted in humans. These results suggest that chimpanzees process shading information in a different way from humans.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/s100710050004
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    The solar wind and human birth rate: A possible relationship due to magnetic disturbances (1990)
    Springer
    International journal of biometeorology 34 (1990), S. 42-48 
    Details
    ISSN: 1432-1254
    Keywords: Briths ; Humans ; Solar wind ; Geomagnetism ; Melatonin
    Source: Springer Online Journal Archives 1860-2000
    Topics: Geography , Physics
    Notes: Abstract Data obtained from the literature on the annual pattern of human conceptions and plasma melatonin at high latitudes indicated that simple annual rhythms do not exist. Instead, prominent semiannual rhythms are found, with equinoctial troughs and solsticial peaks. A prominent semiannual environmental event is the magnetic disturbance induced by the solar wind. The semiannual magnetic disturbances are worldwide, but most pronounced in the auroral zones where the corpuscular radiation enters the atmosphere. Magnetic indices that predominantly reflect these events were obtained from the literature and correlated with the melatonin and conception data. Significant and inverse correlations were found for Inuit conceptions and the melatonin data. The correlations obtained for 48 contiguous states of the United States indicated that only the extreme northern states exhibited this relationship. These data were compared with a previous correlational study in the United States which established that sunshine was correlated with conceptions in the middle latitude and southern states. An hypothesis of dual control by electromagnetic and magnetic energies is proposed: melatonin is a progonadal hormone in humans controlled by both factors, depending on their relative strength. Other studies are reviewed regarding the possible factors involved in determining the annual pattern of human conceptions. Demographic studies of geographic variation in temporal patterns of conceptions, with particular regard to variations of the magnetic fields on the earth's surface, may provide some insight into the efficacy of these different factors.
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    URL: http://dx.doi.org/10.1007/BF01045819
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    Influence of the viscoelastic properties of the respiratory system on the energetically optimum breathing frequency (1993)
    Springer
    Annals of biomedical engineering 21 (1993), S. 489-499 
    Details
    ISSN: 1573-9686
    Keywords: Work of breathing ; Inspiratory pressure-time integral ; Respiratory modeling ; Dogs ; Humans
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine , Technology
    Notes: Abstract We hypothesized that the viscoelastic properties of the respiratory system should have significant implications for the energetically optimal frequency of breathing, in view of the fact that these properties cause marked dependencies of overall system resistance and elastance on frequency. To test our hypothesis we simulated two models of canine and human respiratory system mechanics during sinusoidal breathing and calculated the inspiratory work ( $$\dot W$$ ) and pressure-time integral (PTI) per minute under both resting and exercise conditions. The two models were a two-compartment viscoelastic model and a single-compartment model. Requiring minute alveolar ventilation to be fixed, we found that both models predicted almost identical optimum breathing frequencies. The calculated PTI was very insensitive to increases in breathing frequency above the optimal frequencies, while $$\dot W$$ was found to increase slowly with frequency above its optimum. In contrast, both $$\dot W$$ and PTI increased sharply as frequency decreased below their respective optima. A sensitivity analysis showed that the model predictions were very insensitive to the elastance and resistance values chosen to characterize tissue viscoelasticity. We conclude that the $$\dot W$$ criterion for choosing the frequency of breathing is compatible with observations in nature, whereas the optimal frequency predictions of the PTI are rather too high. Both criteria allow for a fairly wide margin of choice in frequency above the optimum values without incurring excessive additional energy expenditure. Furthermore, contrary to our expectations, the viscoelastic properties of the respiratory system tissues do not pose a noticeable problem to the respiratory controller in terms of energy expenditure.
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    URL: http://dx.doi.org/10.1007/BF00000004
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    Agaricus Bisporus: An assessment of its carcinogenic potency (1993)
    Springer
    Mycopathologia 124 (1993), S. 73-77 
    Details
    ISSN: 1573-0832
    Keywords: Assessment ; Cancer ; Humans ; Hydrazines ; Mushroom
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Medicine
    Notes: Abstract This assessment focuses on the concentrations of some chemicals present in theAgaricus bisporus mushroom, the cancer-inducing doses of these chemicals or mushroom used in the animal experiments, the total amounts of these chemicals or mushroom needed to induce cancer in these mice, and the estimated total amounts of these chemicals or mushroom needed to induce cancer in humans. By adding the estimated amounts of chemicals needed to induce cancer and by comparing it with the amount of raw mushroom needed to induce the same effect, it becomes obvious that we have accounted for less than 2% of the carcinogenic components of theAgaricus bisporus mushroom. Since some unavailable data handicapped this assessment, it should be regarded as tentative and subject to further adjustment.
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    URL: http://dx.doi.org/10.1007/BF01103105
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    Self-Assembly of Bisurea Compounds in Organic Solvents and on Solid Substrates (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. 1238-1243 
    Details
    ISSN: 0947-6539
    Keywords: gels ; electron microscopy ; scanning tunneling microscopy ; self-assembly ; ureas ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: New low molecular weight gelators based on the structure R—NHCONH—X—NHCONH—R have been synthesized and tested for their ability to cause gelation of organic solvents. Compounds 2 (R = n-dodecyl, X = -(CH2)9-), 3 (R = n-dodecyl, X = -(CH2)12-), 4 (R = n-dodecyl, X = 4, 4′-biphenyl), and 5 (R = benzyl, X = -(CH2)9-) form thermoreversible gels with a wide range of organic solvents, at concentrations well below 10 mgmL-1. Depending on the nature of the R and X groups, the solvents that undergo gelation include hexadecane, p-xylene, 1-octanol, n-butyl actetate, cyclohexanone, and tetralin. The gels are stable up to temperatures well above 100°C, but are easily disrupted by mechanical agitation. Light microscopic investigations revealed that compounds 2-5 spontaneously aggregate to form thin flat fibers, which can be several hundreds of micrometers long and only 2-10 μm wide. Depending on the solvent, multiple twists in the fibers are observed. In the gels, these fibers form an extended three-dimensional network, which is stabilized by multiple mechanical contacts between the fibers. Electron microscopy and X-ray powder diffraction revealed that the fibers consist of stacks of sheets. The thickness of the sheets is 3.65 and 3.85 nm for 2 and 3, respectively. Scanning tunneling microscopic investigations of 2 absorbed on graphite showed that 2 forms long ribbons with a width of 5.0 nm. In the ribbons the molecules have a parallel arrangement, with the long molecular axis perpendicular to the long ribbon axis. The two urea groups within a given molecule are each part of mutually parallel extended chains of hydrogen bonds. Based on these observations a model is proposed for the arrangement of the molecules in the fibers. In this model the bisurea molecules aggregate through hydrogen-bond formation into long ribbons, which assemble into sheets. In these sheets the ribbons are tilted. Finally, the sheets stack to form long thin fibers. This model is supported by molecular dynamics simulations.
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    URL: http://dx.doi.org/10.1002/chem.19970030811
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    Tripodal Synthetic Peptide BundlesDedicated to Professor Wolfgang Beck on the occasion of his 65th birthday (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. 1254-1268 
    Details
    ISSN: 0947-6539
    Keywords: peptide bundles ; peptides ; pseudo-peptides ; template synthesis ; tripodal ligands ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The stereochemical course of the formation of the two diastereomers of trimethyl 2,2′,2″-nitrilotris[2-(benzoylamino)acetate], 2a and 2b, is described. The structures of both isomers were confirmed by X-ray diffraction studies. Diastereomer 2b could be obtained in larger quantities by epimerisation of 2 a to 2 b with catalytical amounts of NaOMe. The (RRR/SSS)-triester 2 b is a suitable template for the synthesis of tripodal peptide bundles. Saponification of 2 b yielded the C3-symmetrical racemic triacid 4 b, which was coupled with amino acid methyl esters and dipeptide esters to give pseudo-hexapeptides and pseudo-nonapeptides, respectively. The resulting mixtures of diastereomers were easily separated by crystallisation. Their absolute configuration at the template unit (RRR or SSS) was established by means of the CD spectra. The pseudo-hexapeptide (SSS)N(BzGly*ValOMe)3 (14) was saponified to yield the optically pure triacid (SSS)N(BzGly*ValOH)3 (23). Compound 23 is an ideally preorganised template for the production of longer tripodal peptides. This was illustrated by the synthesis of two pseudo-pentadecapeptides. Peptide bundles with polar side chains (histidine and serine) or end groups (catechol or hydroxamate units) were synthesised by using the templates 4 b, 22 and 23 as anchors.
    Additional Material: 14 Ill.
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    URL: http://dx.doi.org/10.1002/chem.19970030813
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    Noncovalent Assembly of Functional Groups on Calix[4]Arene Molecular Boxes (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. 1823-1832 
    Details
    ISSN: 0947-6539
    Keywords: calixarenes ; hydrogen bonds ; molecular boxes ; noncovalent assembly ; supramolecular chemistry ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Calix[4]arenes diametrically substituted at the upper rim with two melamine units spontaneously form well-defined box-like assemblies in the presence of two equivalents of 5,5-diethylbarbituric acid. These assemblies, consisting of nine different components, are held together by 36 hydrogen bonds and are stable in apolar solvents at concentrations of up to 10-4M. This paper reports the first X-ray crystal structure, and the MALDI TOF mass spectra together with the complete 1H NMR spectroscopic characterization of these hydrogen-bonded assemblies. The crystal structure clearly shows that the assemblies are stereogenic, as a result of the antiparallel orientation of the two rosette motifs. Furthermore, the synthesis of twelve new 1,3-bis(melamine)calix[4]arenes carrying different numbers and types of functionalities at the upper rim is described. Detailed 1H NMR spectroscopic studies on the assembly behavior of these functionalized calix[4]arenes shows that 1) polar substituents (e.g. nitro, cyano) hardly affect the stability of the hydrogen-bonded assembly; 2) hydrogen bond donating or accepting groups, like amino and acetamido, can disturb assembly of the boxes under certain conditions by destabilizing the calix[4]arene pinched cone conformation as a result of intramolecular hydrogen bond formation; and 3) sterically bulky groups (e.g. tBu) can significantly inhibit the formation of the hydrogen-bonded assembly, but this effect very much depends on the exact positions of the groups.
    Additional Material: 5 Ill.
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    URL: http://dx.doi.org/10.1002/chem.19970031115
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    Zinc(II)-Catalyzed Disproportionation in Rubber: The mechanism of Sulfur Vulcanization Revisited (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. 1846-1851 
    Details
    ISSN: 0947-6539
    Keywords: disproportionations ; dithiocarba-mate ; homogeneous catalysis ; vulcanization ; zinc ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Model studies have shown that cross-link precursors, that is, intermediates in the sulfur vulcanization of rubber, are transformed into cross-links by a nonsymmetric but regioselective disproportionation mechanism. Thus, two equivalents of the crosslink precursor of the type R—S—S—X are transformed into X—S—X and the actual cross-link R—S—S—S—R. Exchange of sulfur atoms is a prerequisite. A mechanism involving an SNi′ reaction with an allylic moiety, suggested in the literature, has not been observed. The disproportionation reaction is catalyzed by rubber-soluble zinc-dithiocarbamate complexes, an important class of vulcanization accelerators. By virtue of ligand-functional-group exchange reactions these complexes serve to transport and exchange sulfur atoms.
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    URL: http://dx.doi.org/10.1002/chem.19970031117
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    A Quintupled Superstructure of the KHg2 Type Realized for the New Stannide EuAuSn (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. 1852-1859 
    Details
    ISSN: 0947-6539
    Keywords: conductivity ; europium ; gold ; magnetic properties ; superstructures ; tin ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The title compound was prepared from the elements by reaction in a sealed tantalum tube at 1320 K followed by slow cooling to 970 K. EuAuSn crystallizes with a pronounced subcell of space group Imma (KHg2 type). Additional very weak reflections required a quintupled b axis. The superstructure was refined from single-crystal four-circle diffractometer data (Imm 2, a = 479.1(1) pm, b = 3833.6(5) pm, c = 820.1(1) pm, Z = 20, wR2 = 0.0834, 3675 F2 values and 94 variables). Six crystallographically different europium sites occur in the superstructure. Each europium site has an ordered near-neighbour environment of six gold and six tin atoms in the form of two tilted hexagons. Magnetic susceptibility measurements show Curie-Weiss behaviour above 50 K with an experimental magnetic moment of 7.6(1) μB/Eu, indicating divalent europium. EuAuSn orders antiferromagnetically at about 12 K and undergoes a metamagnetic transition at a critical field of 2.0(2) T. Electrical conductivity measurements show metallic behaviour with a room temperature value of 260 μΩcm. 151Eu and 119Sn Mössbauer spectroscopic experiments are compatible with divalent europium and show complex magnetic hyperfine field splitting at low temperature.
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    URL: http://dx.doi.org/10.1002/chem.19970031118
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    Electronic and Geometrical Structures of Dialuminoxane, Diboroxane, and Their Sulfur Analogues: Ab Initio Study of H2X-Y-XH2 (X = Al, B; Y = O, S) Compounds (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. 1860-1865 
    Details
    ISSN: 0947-6539
    Keywords: ab initio calculations ; aluminum ; boron ; pi interactions ; sulfur ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The structures of H2X—Y—XH2 compounds (X = B, Al; Y = O, S) have been studied by means of ab initio calculations at the MP4/6-311 G**/MP2/6-311G** level. The potential energy surface (PES) of the aluminoxane species H2Al—O—AlH2 is rather flat: the energy differences between the various located extrema are less than 1.5 kcal mol-1, and this shows that the observed geometrical preference is not due to electronic factors. For the sulfur analogues H2X—S—XH2 (X = B, Al), three minima are located on the PES: a planar C2v structure, a Cs structure in which one hydrogen atom bridges the two X atoms, and a C2v structure with two bridging hydrogen atoms. For H2Al—S—AlH2, the Cs structure is the most stable, and the planar C2v and the dibridged structures lie 3.2 and 6.7 kcal mol-1 higher, respectively. Qualitatively similar results are obtained for H2B—S—BH2: the Cs and planar C2v structures are nearly isoenergetic, and the dibridged minimum lies 19.4 kcal mol-1 above the planar C2v minimum. These results are rationalized by analyzing the ability of these systems to bend, depending on the nature (oxygen or sulfur) of the central Y atom. The conjugation in these species is also discussed, and calculations on model systems H2X—YH (X = B, Al; Y = O, S) are presented.
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    Stoichiometric and Catalytic Reactions of the Polysiloxane-Bound (Ether-Phosphine)Rhodium(I) Complex [ClRh(PO)(P ∼ O)] in InterphasesSupported organometallic complexes part 14. Part 13: E. Lindner, A. Jäger, F. Auer, W. Wielandt, P. Wegner, J. Mol. Catal. in press.Dedicated to Professor H. D. Kaesz on the occasion of his 65th birthdayNotation used in this paper: Fn = functionality; D, T, and Q denote alkoxysilanes with two, three, and four Si-O bonds, respectively; the superscript denotes the number of Si—O—Si bonds formed during the sol-gel process and is a measure of cross-linkage; for example, T0 = MeSi(OMe)3. P∼O: η1-P-coordinated ether-phosphine ligand; PO: η2-O,P-chelating ether-phosphine ligand. Cy = cyclohexyl, COE = cyclooctene, Py = pyridine. (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. 1833-1845 
    Details
    ISSN: 0947-6539
    Keywords: immobilized catalysts ; polysiloxanes ; P ligands ; rhodium ; sol-gel processes ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The reaction of four equivalents of the monomeric trimethoxysilyl(T)-functionalized ether-phosphine ligand CyP(CH2CH2OCH3)(CH2)3SiR3 (R = OMe [1 a(T0)], Me [1 b]) with [{μ-ClRh(COE)2}2] yielded the monomeric pseudo 14 electron rhodium(I) complexes [ClRh(PO)(P∼O)] (2a(T0)2, 2 b). For the sol-gel process the complex 2 a(T0)2 was protected by introduction of the volatile, reversibly binding ligand pyridine. Thus, the monomeric compound 2 a(T0)2 was co-condensed with two and eight equivalents of the co-condensation agent MeSi(OMe)2(CH2)6(MeO)2SiMe (D0-C6-D0) to give the polysiloxane-bound congeners 2(Tn)2(Di-C6-Di)y (y = 2 and 8, respectively; i = 0-2; n = 0-3). The polysiloxane-bound complex 2(Tn)2-(Di-C6-Di)2 was treated with a variety of small molecules in the gas/solid and liquid/solid interphases. It was shown that a facile cleavage of the Rh-O bond in the ether-phosphine chelate occurred even in the solid state. The reaction of 2(Tn)2-(Di-C6-Di)2 with carbon monoxide, carbon disulfide, and diphenylacetylene resulted in the irreversible coordination of the molecule to the metal. In the presence of pyridine, the polysiloxane-bound complex 2(Tn)2-(Di-C6-Di)2 oxidatively added hydrogen to give the octahedrally configurated complex [ClRhH2(Py)(P ∼ O)2] [6(Tn)2(Di-C6-Di)2]. Treatment of dry 2(Tn)2-(Di-C6-Di)2 with ethene led to the reversible formation of the corresponding complex. Although the materials display low surface areas, at least 75% of the rhodium centers within the matrix are accessible to the rather bulky tolan molecules. The complexes 2(Tn)2(Di-C6-Di)y (y (y = 2, 8) show high activities and selectivities in the hydrogenation of tolan. The conversion was found to depend markedly on the amount of co-condensate (D0-C6-D0) and on the polarity of the solvent. The polysiloxane-bound complexes 2(Tn)2(Di-C6-Di)y are more active than their monomeric congener 2 a(T0)2.
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    A Study of the Gas-Phase Reactivity of Neutral Alkoxy Radicals by Mass Spectrometry: α-Cleavages and Barton-type Hydrogen MigrationsDedicated to Sir Derek H. R. Barton (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. 1866-1883 
    Details
    ISSN: 0947-6539
    Keywords: alkoxy radicals ; Barton reaction ; density functional calculations ; mass spectrometry ; radicals ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The reactivity of neutral alkoxy radicals in the absence of any interfering intermolecular interactions is investigated by means of the recently introduced method of neutral and ion decomposition difference (NIDD) spectra. These are obtained from quantitative analysis of the corresponding neutralization-reionization (NR) and charge reversal (CR) mass spectra. The following trends emerge: alkoxy radicals with short (C1—C3) or branched alkyl chains give rise to α-cleavage products, whereas longer-chained alkoxy radicals undergo 1,5-hydrogen migrations from carbon to oxygen, that is, Barton-type chemistry. This facile rearrangement has been studied in detail for n-pentoxy radicals by isotopic labeling experiments and computation at the Becke 3 LYP/6-31 G* level of theory. Further, the NIDD spectra of 3-methylpentoxy radicals permit for the first time the identification of the diastereoselectivity of the gas-phase hydrogen migrations. The results from the NIDD method are compared to those from earlier studies in the condensed phase. This new mass spectrometric approach is suggested as a tool for the examination of intramolecular reactions of free alkoxy radicals which can usefully complement theoretical studies.
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    Asymmetric Addition Reactions with Optimized Selenium Electrophiles (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. 1894-1902 
    Details
    ISSN: 0947-6539
    Keywords: asymmetric synthesis ; chirality ; diselenides ; selenium ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The synthesis of various nonracemic diselenides by different methods is described. These diselenides are precursors for optically active selenium electrophiles. Their facial selectivity upon addition to styrene was investigated with respect to the chiral moiety neighboring the selenium. Diselenides 1 i, 1 n, and 1 v yielded addition products 7 with diastereomeric excesses up to 95%. Some diselenides, intermediates, and products of the addition reaction were investigated by 77Se NMR spectroscopy.
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    2,3,7,8,12,13,17,18-Octafluoro-5,10,15,20-Tetraphenylporphyrin: First Synthesis and X-Ray Crystal Structure of the ZnII Complex (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. 1890-1893 
    Details
    ISSN: 0947-6539
    Keywords: heterocycles ; fluorine ; porphyrinoids ; zinc ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: 2,3,7,8,12,13,17,18-Octafluoro-5,10,15,20-tetraphenylporphyrin has been prepared from 3,4-difluoropyrrole and benzaldehyde under Lindsey conditions. An X-ray crystal structure study of its ZnII complex has shown that the macrocycle core is nonplanar, a result in apparent contradiction with a blue-shifted UV/Vis spectrum. The results reported here demonstrate that a wide range of β-octafluoro-meso-arylated porphyrins, a new class of highly electron-deficient ligands, are potentially accessible from 3,4-difluoropyrrole, thus opening the door to, inter alia, efficient and robust oxidation catalysts.
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    Cover page (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. cpi 
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    ISSN: 0947-6539
    Keywords: Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/chem.19970031201
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    Structure and Properties of Ba6Ni25S27 (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. 1884-1889 
    Details
    ISSN: 0947-6539
    Keywords: conducting materials ; electronic structure ; magnetic properties ; phase transitions ; sulfur ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Ba6Ni25S27, synthesized by solid-state reaction of BaS, NiS, and Ni at 675°C, is cubic (Pm3m, a = 10.057(1) Å). The structure was refined by using powder X-ray diffraction and Rietveld methods with Rp = 6.28%, Rwp = 8.13%, χ2 = 3.120. The structure, isotypic with Ba6Co25S27, consists of an extended network of Ni8S14 pseudo-cube clusters, NiS6 octahedra, and Ba6S octahedra. Extended Hückel calculations of this compound indicate the band structure near the Fermi level to be composed mostly of d-character orbitals of tetrahedral Ni, and reveal a peak in the density of states slightly below the Fermi level. The temperature dependence of the electrical resistivity exhibits a local maximum with thermal hysteresis at around 230 K. Above and below this transition, the slope of the resistivity is positive, with a room-temperature resistivity (ρ = 0.23 mωcm) in the range for that of a poor metal conductor. Magnetic susceptibility measurements from 4 to 900 K indicate a sharp change in slope at around 225 K, with a steadily increasing susceptibility up to 900 K. The susceptibility below 225 K suggests Pauli paramagnetic behavior. Low-temperature powder X-ray diffraction and subsequent structure refinement shows that the lattice parameter, a, undergoes a slight change in slope at temperatures of around 235 K.
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    Masthead (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997) 
    Details
    ISSN: 0947-6539
    Keywords: Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/chem.19970031202
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    Graphical abstract (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. 1911-1916 
    Details
    ISSN: 0947-6539
    Keywords: Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/chem.19970031203
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    Metallic Hydrogen at High Pressures and Temperatures in JupiterFrom a lecture delivered at the meeting of the British Association for the Advancement of Science at the University of Birmingham, September 9-13, 1996. (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. 1921-1924 
    Details
    ISSN: 0947-6539
    Keywords: high-pressure chemistry ; high-temperature chemistry ; hydrogen ; Jupiter ; metallic hydrogen ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Electrical conductivities of hydrogen were measured recently at 93-180 GPa (0.93-1.8 Mbar), 0.28-0.36 mol cm-3, and 2000-4000 K. Shock temperatures were measured up to values of 5200 K at 0.83 Mbar. The conductivities indicate a continuous transition from a semiconducting to metallic fluid at 140 GPa and 3000 K. The results indicate that hydrogen becomes metallic much closer to the surface of Jupiter than thought previously and that Jupiter has no core-mantle boundary.
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    Drug Discovery by Combinatorial Chemistry - the Development of a Novel Method for the Rapid Synthesis of Single CompoundsFrom a lecture delivered at the meeting of the British Association for the Advancement of Science at the University of Birmingham, September 9-13, 1996. (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. 1917-1920 
    Details
    ISSN: 0947-6539
    Keywords: combinatorial chemistry ; compound libraries ; drug research ; solid-phase synthesis ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Through the advantages conferred in the speed of synthesis, combinatorial chemistry is making a significant impact on the process of drug discovery. The mix-and-split paradigm has been an effective method for the production of compound mixtures, although there is now a need for new, fast library approaches to generate well-characterised single compounds. Having already demonstrated the successful preparation and application of library mixtures, we have now developed a novel combinatorial method for the production of single compounds.
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    Molecules in SpaceFrom a lecture delivered at the meeting of the British Association for the Advancement of Science at the University of Birmingham, September 9-13, 1996. (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. 1929-1932 
    Details
    ISSN: 0947-6539
    Keywords: gas-phase chemistry ; interstellar chemistry ; ion-molecule reactions ; star formation ; surface chemistry ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The distribution and nature of interstellar matter in the Galaxy is described. The chemical processes by which the rich variety of molecular species arise are briefly sketched. The importance of interstellar molecules in influencing the evolution of the Galaxy is emphasized.
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    Gas-Phase Reactions at Low Temperatures: Towards Absolute ZeroFrom a lecture delivered by I. W. M. S. at the meeting of the British Association for the Advancement of Science at the University of Birmingham, September 9-13, 1996. (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. 1925-1928 
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    ISSN: 0947-6539
    Keywords: gas-phase chemistry ; interstellar chemistry ; kinetics ; low-temperature chemistry ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Very recently, methods have been developed for studying the rates of chemical reactions between electrically neutral species in the gas phase at temperatures as low as 13 K. Here we review this exciting development in gasphase chemical kinetics. Emphasis is placed on the importance of the information which the experiments have provided, both from the viewpoint of posing new questions about the factors which control chemical reactivity and because of their relevance to the modelling of molecular synthesis in interstellar clouds.
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    URL: http://dx.doi.org/10.1002/chem.19970031206
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    Opposite Stereochemical Effects Exerted by CeCl3 and TiCl4 on the Lewis Acid Mediated Reduction of α-Alkyl-β-ketophosphine Oxides with Metallic Hydrides: A Highly Stereoselective Protocol for the Synthesis of syn and anti α-alkyl-β-Hydroxyphosphine Oxides (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. 1941-1950 
    Details
    ISSN: 0947-6539
    Keywords: alkenes ; asymmetric synthesis ; natural products ; Lewis acids ; phosphane oxides ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A general, highly efficient methodology for obtaining both syn and anti β-hydroxyphosphine oxides by reduction of the corresponding β-ketophosphine oxides is described. The nature of the Lewis acid was found to be pivotal in determining the outcome of these reactions. Strongly chelating TiCl4 led to the anti isomer in high diastereoisomeric excess in noncoordinating solvents (CH2Cl2) at -78°C with BH3/py as reducing agent, while nonchelating CeCl3 gave a high excess of the syn isomer in coordinating solvents (THF) at the same temperature with LiBH4 as reducing agent. In the latter case, CeCl3 is essential in achieving high yields and stereoselectivity, since it allows the reaction to be performed at low temperatures. Otherwise, higher temperatures (0°C) are required, which lower both yields and selectivities. Moreover, each step of the protocol for the synthesis of stereodefined disubstituted olefins from alkylphosphine oxides (Warren's modification of the Horner procedure) has been optimized, and the optimized procedure has been applied to the synthesis of muscalure, the pheromone of the domestic fly.
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    Total Synthesis of Oxazole- and Cyclopropane-Containing Epothilone A Analogues by the Olefin Metathesis Approach (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. 1957-1970 
    Details
    ISSN: 0947-6539
    Keywords: epothilone ; oxazoles ; cyclopropanes ; metathesis ; total synthesis ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: For structure-activity relationship studies, two series of epothilone A (1) analogues have been designed and synthesized, one containing an oxazole moiety instead of the thiazole heterocycle and the other containing a spirocyclopropane moiety in place of the gem-dimethyl group at position C-4 (4,4-ethano-epothilones). The olefin metathesis strategy in solution was utilized for the chemical synthesis of these compounds starting with key building blocks 7-9 for the oxazole series (compounds 2, 14-18, 21-26) and building blocks 8, 30, and 31 for the 4,4-ethano series (compounds 3,39-43, 46-51). The convergent strategy towards the designed epothilone A series involved a) an aldol condensation reaction, b) an esterification reaction, c) an olefin metathesis reaction catalyzed by [RuCl2(=CHPh)-(PCy3)2], and d) epoxidation of the macrocycle double bond.
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    Controlling Self-AssemblyFrom a lecture delivered by J. F. S. at the meeting of the British Association for the Advancement of Science at the University of Birmingham, September 9-13, 1996. This paper is Part 26 in the series “Molecular Meccano” for Part 25, see S. Menzer, A. J. P. White, D. J. Williams, M. Belohradsky, C. Hamers, F. M. Raymo, A. N. Shipway, J. F. Stoddart, Macromolecules, in press. (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. 1933-1940 
    Details
    ISSN: 0947-6539
    Keywords: catenanes ; molecular recognition ; pseudorotaxanes ; supramolecular chemistry ; translational isomerism ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: As a result of cooperative noncovalent bonding interactions (namely, π-π stacking, [CH…O] hydrogen bonding, and [CH…π] interactions) supramolecular complexes and mechanically interlocked molecular compounds - in particular pseudorotaxanes (precatenanes) and catenanes - self-assemble spontaneously from appropriate complementary components under thermodynamic and kinetic control, respectively. The stereoelectronic information imprinted in the components is crucial in controlling the extent of the formation of the complexes and compounds in the first place; moreover, it has a very significant influence on the relative orientations and motions of the components. In other words, the noncovalent bonding interactions - that is, the driving forces responsible for the self-assembly processes - live on inside the final superstructures and structures, governing both their thermodynamic and kinetic behavior in solution. In an unsymmetrical [2]catenane, for example, changing the constitutions of the aromatic rings or altering the nature of substituents attached to them can drive an equilibrium associated with translational isomerism in the direction of one of two or more possible isomers both in solution and in the solid state. Generally speaking, the slower the components in mechanically interlocked compounds like catenanes and rotaxanes move with respect to each other, the easier it is for them to self-assemble.
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    Gold Clusters and Colloids in Alumina NanotubesDedicated to Professor Achim Müller on the occasion of his 60th birthday (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. 1951-1956 
    Details
    ISSN: 0947-6539
    Keywords: clusters ; colloids ; gold ; nanostructures ; quantum wires ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The fabrication of a supported and insulated quantum wire would be of great interest, especially if electronic information could be accessed to determine charging and conductivity profiles. The feasibility of forming one-dimensional configurations of ≈ 15 nm gold colloids and 1.4 nm gold clusters via template methods of synthesis has now been demonstrated. The template host material consisted of porous alumina membranes formed by an electrochemical anodic process. The pores of the membrane, and hence the parallel pore channels, were packed in a hexagonal array. Alumina membranes are excellent template materials because of their high degree of order, thermal and chemical stability, and optical clarity. Pore diameter was controlled by regulation of the applied anodic potential (ca. 1.4 nm V-1). The pore channels were filled by one of three methods: vacuum induction (colloids only), electrophoresis (clusters only), or immersion (clusters, which were then converted into colloids by heating). Rudimentary wires consisting of colloids and clusters were successfully formed. In both cases, the diameter of the pore channel exceeded that of the clusters or colloids. The wires thus formed conformed to the pore channel by forming helical secondary structures. It was not possible to form contiguous wires of clusters by immersion, or of colloids formed from clusters after heating. Composites (consisting of the gold-alumina system) were a bright scarlet color with an absorption maximum (λmax) at 519.5 nm. This is an unexpected result for spherical and small-diameter (10 nm) gold colloids, which normally absorb at λmax 525-530 nm, a ruby-red color. Possible causes of this small but remarkable blue shift are discussed below. A new Au55 cluster ligand system consisting of a silsesquioxane-derivatized thiol is also described.
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    Total Synthesis of Oxazole- and Cyclopropane-Containing Epothilone B Analogues by the Macrolactonization Approach (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. 1971-1986 
    Details
    ISSN: 0947-6539
    Keywords: epothilone ; oxazoles ; cyclopropanes ; total synthesis ; macrolactonizations ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: In order to probe structure-activity relationships in the epothilone area, two series of epothilone B analogues have been designed and synthesized. The first series containing an oxazole moiety in place of a thiazole on the side chain was constructed by utilizing key intermediates 7-9 or 10, 12, and 13 (Scheme 1), whereas the second series containing an ethano group instead of the gem-dimethyl group at position 4 was synthesized from fragments 42 and 43. A Yamaguchi-type macrolactonization reaction was used to construct the macrocycle from a secoacid, which was assembled, in both cases, by means of a) an aldol reaction, b) an Enders alkylation, and c) a Wittig-type reaction. This convergent strategy provided access to oxazole analogues 2,4,29-32 and 4,4-ethano derivatives 3,40,60-63 for biological studies.
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    Polymeric [(Me3Sn)3Rh(SCN)6]: A Novel “Super-Prussian-Blue” Derivative Containing the Nonlinear -SCN-Sn-NCS- SpacerDedicated to Professor Gottfried Huttner on the occasion of his 60th birthday (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. 1987-1991 
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    ISSN: 0947-6539
    Keywords: coordination polymers ; Prussian blue ; rhodium ; structure elucidation ; tin ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The new coordination polymer [(Me3SnIV)3RhIII(SCN)6] = 3∞[Rh{μ-(SCNSnMe3NCS)}3] (5) is readily accessible by straightforward self-assembly of [Rh(SCN)6]3- and (dehydrated) {Me3Sn}+aq ions. The architecture of 5 is strongly reminiscent of “super-Prussian-blue” systems reported earlier: there is a three-dimensional (3-D) framework involving {Rh8} pseudocubes as the basic building blocks, the Rh3+ ions being held apart by novel, nonlinear {SCN-SnMe3-NCS} spacers (d(Rh…Rh) = 1.27 nm). The complete lattice consists of two equivalent and independent, ideally interwoven 3-D frameworks. Three homologues of 5 with slightly modified R3Sn units (R = Et, nPr and nBu) have been prepared as well, but display X-ray powder diffraction patterns notably different from that of 5.
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    Electrochemically Induced Molecular Motions in Pseudorotaxanes: A Case of Dual-Mode (Oxidative and Reductive) Dethreading (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. 1992-1996 
    Details
    ISSN: 0947-6539
    Keywords: cyclic voltammetry ; logic gates ; molecular devices ; pseudorotaxanes ; spectroelectrochemistry ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The electrochemical and spectroscopic properties of a pseudorotaxane formed in acetonitrile solution by self-assembly of a wire-type electron donor based on the tetrathiafulvalene unit and the cyclobis(paraquat-p-phenylene) tetracationic electron acceptor have been investigated. We show that a) reversible dethreading/rethreading cycles of the pseudorotaxane can be performed by either oxidation and successive reduction of the electron-donor wire or reduction and successive oxidation of the electron-accepting tetracationic cyclophane, and b) because of this special behavior, the input (electrochemical)/output (absorption spectrum) characteristics of this molecular-level system correspond to those of an XNOR logic gate.
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    Oligonucleotide Analogues with 4-Hydroxy-N-Acetylprolinol as Sugar Substitute (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. 1997-2010 
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    ISSN: 0947-6539
    Keywords: antisense agents ; chiral recognition ; oligonucleotides ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Modified oligonucleotides incorporating trans-4-hydroxy-N-acetyl-L-prolinol (trans-4-HO-L-NAP) or its D-analogue as sugar substitute were synthesised with adenine and thymine as nucleobases. All-adenine oligonucleotides built from (2S,4S) or (2R,4R)-cis-4-hydroxy-N-acetylprolinol were likewise prepared. Hybridisation studies revealed that heterocomplexes formed between polyU and homochiral trans-4-hydroxy-N-acetylprolinol-based oligomers of the same as well as of opposite chirality (polyU/trans-DA*13 and polyU/trans-LA*13). The former, however, were triple-stranded. Other complexes with ribonucleic acids were polyA/trans-LT*13 and polyU/cis-LA*13. Heteroduplexes with deoxynucleic acids were formed between trans-LA*13 and oligothymidylate. Interaction was also observed for cis-LA*13 and oligothymidylate, but not with the D-hydroxyprolinol analogues. Microcalorimetry proved this interaction to be the formation of a triple-stranded complex. Two heteroduplexes, trans-LA*13/dT13 and trans-LA*13/polyU, had similar or slightly increased stability when compared to the natural dA13/dT13 or dA13/polyU systems. Microcalorimetry clearly indicated the formation of a duplex, in contrast to interactions with N-acetylprolinol oligonucleotides of different stereochemistry. Moreover, the enthalpy change was of the same magnitude but the association constant was slightly lower. Natural nucleic acids thus clearly prefer hybridisation with L-hydroxyprolinol oligomers over D-hydroxyprolinol oligomers. For the series investigated, the L-trans oligomers (Figure 1) seem best to mimic natural oligonucleotides. These modified oligonucleotides formed homocomplexes if both strands were of the same chirality, that is, homocomplexes formed between trans-LA* and trans-LT* and between trans-DA* and trans-DT*, reflecting the isochiral pu-py pairing found in natural nucleic acids. Once more, however, calorimetry proved these to be triplex interactions. Heterochiral pairing was not observed between modified oligonucleotides, but only between modified oligonucleotides and natural polyU. The thermal stabilities of these heterochiral complexes differed clearly.
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    Rapid Coupling of Methyl Iodide with Aryltributylstannanes Mediated by Palladium(0) Complexes: A General Protocol for the Synthesis of 11CH3-Labeled PET Tracers (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. 2039-2042 
    Details
    ISSN: 0947-6539
    Keywords: arylphosphanes ; C-C coupling ; isotopic labeling ; palladium ; tin ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The reaction of methyl iodide and (excess) aryltributylstannane to give a methylarene has been studied with the focus on the realization of rapid coupling for incorporation of short-lived radionuclides into bioactive organic compounds. The coupling of methyl iodide with tributylphenylstannane (40 equiv) is accomplished in 〉90% yield within 5 min at 60°C with a tri-o-tolylphosphine-bound, coordinatively unsaturated Pd0 complex together with a CuI salt and K2CO3 in DMF. This protocol is applicable to a variety of homo- and heteroaromatic tin compounds, to give the corresponding methylated derivatives. The effects of the tri-o-tolylphosphine ligand, a Cu(I) salt, and DMF are discussed. This new protocol provides a firm chemical basis for the synthesis of 11CH3-incorporated PET tracers.
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    Some Remarks on the Occurrence and Properties of Knödel (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. 2081-2081 
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    ISSN: 0947-6539
    Keywords: carbohydrates ; correspondence ; dendrimers ; micelles ; nanospheres ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/chem.19970031225
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    Mechanisms and Stereochemistry of Acid-Induced Ring Opening of Optically Active 1,2-Propene Oxides in the Gas PhaseChiral ions in the gas phase, part 3. Parts 1 and 2: ref. [1]. (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. 2063-2070 
    Details
    ISSN: 0947-6539
    Keywords: chirality ; gas-phase chemistry ; ion-molecule reactions ; regioselectivity ; ring-opening reactions ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The acid-induced ring opening of (S)-( - )-1,2-propene oxide (1S) and (R)-(+)-1,2-propene oxide (1R) has been investigated in gaseous CH4 and CH3F at 720 torr and in the presence of a nucleophile, NuOH (Nu = H or CH3). The mechanism of the ring-opening reaction has been assessed by modulating the composition of the gaseous mixture. Two reaction pathways are operative in the gas phase, both proceeding through complete inversion of configuration of the reaction center. A first process is detectable only in the CH3F/H2O systems and takes place within a persistent proton-bound complex generated by interaction of the epoxide with the CH3OH+2 ion, formed by methylation of H2O with (CH3)2F+. Such an intracomplex ring-opening pathway proceeds through proton transfer from the CH3OH+2 ion to the epoxide followed by motion of the neutral CH3OH moiety around the 1-H-oxonia-2-methyl-cyclo-propane structure (H-1R or H-1S) (k〈108 s-1) before attacking the ring carbons from the rear. In all the other systems with added CH3OH, this intracomplex pathway is preceded by a faster “extracomplex” pathway involving the attack of an external CH3OH molecule on the proton-bound adduct. The regioselectivity of the intracomplex process is similar to that of the extracomplex pathway. Both are characterized by a slight preference for the Cβ center of H-1 R (or H-1S) (extra-complex path regioselectivity: α/β = 0.72±0.05; intracomplex path regioselectivity: α/β = 0.71±0.05). The regioselectivity of H-1 R (or H-1S) is substantially different from that of the 1-Me-oxonia-2-methyl-cyclopropanes (Me-1 R or Me-1 S) toward the same nucleophile NuOH (α/β = 4.1±0.35 (Nu = H); 2.28±0.16 (Nu = CH3)). This difference is attributed to a transition structure wherein the Cα-O bond rupture increases from H-1 R (or H-1 S) to Me-1 R (or Me-1 S) and in passing from CH3OH to H2O. The regioand stereoselectivity of the gas-phase acid-induced ring opening of 1 S and 1 R are compared with those of related reactions carried out in solution.
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    Reaction of „Jordan′s Cation“ [Cp2ZrCH3(thf)]+ with Amino Acid-Derived Isocyanates - A First Synthetic Route to Oligopeptide-Modified Group 4 Bent Metallocene Cation SystemsDedicated to Professor Waldemar Adam on the occasion of his 65th birthday (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. 1521-1525 
    Details
    ISSN: 0947-6539
    Keywords: isocyanates ; „Jordan′s cation“ ; metallocenes ; peptides ; zirconium ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The organometallic cation [Cp2ZrCH3(thf)]+, employed as the tetraphenylborate salt (1), reacts cleanly in 1:1 stoichiometry with the isocyanates 2 derived from valine methyl ester or valylvaline methyl ester, respectively. In each case addition of the Zr-CH3 group to the isocyanate sp-carbon center is observed with formation of a functionalized zirconocene cation derivative containing a chelating N-metallated N-acetylvaline methyl ester (3a) or N-acetylvalylvaline methyl ester (3b) moiety, respectively, coordinated in the bent metallocene s̰-ligand plane. The spectroscopic data of 3, supported by an X-ray crystal structure analysis of the zirconated dipeptide derivative 3b, have revealed the presence of chelating (η1-O:η1-N)-coordination of the terminal N-acetyl groups in addition to a Zr-O=C interaction with the adjacent valyl amido group.
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    Cover page (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. cpi 
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    ISSN: 0947-6539
    Keywords: Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Additional Material: 8 Ill.
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    Masthead (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997) 
    Details
    ISSN: 0947-6539
    Keywords: Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
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    URL: http://dx.doi.org/10.1002/chem.19970031002
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    Formal [4 + 3], [4 + 2], [4 + 1] cycloadditions and acid-base reaction of 2-methyl-1,3-dimorpholino-1,3-butadiene with Fischer carbene complexes (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. 1629-1637 
    Details
    ISSN: 0947-6539
    Keywords: C-H activation ; carbene complexes ; cycloadditions ; 1,3-diamino-1,3-butadiene ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: 2-Methyl-1,3-dimorpholino-1,3-butadiene 1 reacted with α,β-unsaturated Fischer carbene complexes to give a wide range of different products depending on the substitution pattern. Thus, sevenmembered rings (4, 5 and 6) could be obtained from chromium complexes 2 with aromatic or vinylic groups at the β position. Similar results were observed when α-methyl-substituted carbene complex 7 a was used. Six-membered carbocycles (derivatives of cycloadducts 12 and 13) were isolated after reaction with both chromium and tungsten complexes bearing one or two alkyl groups at the β position (10 and 11). Moreover, cyclopentenones 20 were the main products when the starting carbene complexes were alkyl-substituted at both α and β positions (19a, b) or when aromatic (19c, d) instead of vinylic complexes were used. A bicyclo[4.1.0]heptene system 18 has also been obtained in the special case of reaction with β,β-dimethylvinylchromium complex 13b; its formation could be explained as a formal carbene insertion into a C-H bond. The behaviour of diene 1 towards alkoxymethylcarbene complexes 22 was unusual. The different reaction products (cyclopentadienes 23, bicyclo[3.1.0]hexenes 24, aromatic amine 25 and metallatrienes 26) imply a mechanism in which the deprotonation of the carbene complex by the diene is followed by Michael addition to the iminium salt formed.
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    In Search for Mononuclear Helical Lanthanide Building Blocks with Predetermined Properties: Triple-stranded Helical Complexes with N,N,N',N'-tetraethylpyridine-2,6-dicarboxamide (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. 1646-1659 
    Details
    ISSN: 0947-6539
    Keywords: carboxamides ; helical structures ; lanthanides ; luminescence ; tridentate ligands ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The ligand N,N,N',N'-tetra-ethylpyridine-2,6-dicarboxamide (L9) reacts with trivalent lanthanide ions (LnIII) to give stable mononuclear triple-stranded helical complexes [Ln(L9)3]3+ (Ln = La to Lu). The crystal and molecular structures of [La(L9)3](ClO4)3.2.5C2H5CN (8) and [Eu(L9)3](TfO)3.2THF (9) show that the three ligand strands are each meridionally tricoordinated to produce a pseudo-tricapped trigonal prismatic arrangement of the nine donor atoms (six amide O and three pyridine N) around LnIII. The distortions in the LaIII coordination sphere of 8 are more significant than for EuIII in 9, and the photophysical studies on Eu-doped (2%) La, Gd, and Lu complexes confirm a better structural match of L9 for the heavy LnIII ions. The separation of contact and pseudo-contact contributions to the induced lanthanide paramagnetic NMR shifts in [Ln(L9)3]3+ shows that the triple-helical structure is maintained in acetonitrile, but a minor structural change relative to that observed in the solid state occurs between TbIII and ErIII leading to two distinct isostructural series for Ln = La-Tb and Ln = Er-Lu. The origin of this effect together with its consequences for the dynamic helical (P→M) interconversion and stability of [Ln(L9)3]3+ in solution are discussed. A detailed investigation of the emission properties of [Ln(L9)3]3+ (Ln = Eu, Tb) shows that mixed pyridine-carboxamide ligands can be used to simultaneously optimize the structural and photophysical properties in mononuclear triple-helical lanthanide building blocks.
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    URL: http://dx.doi.org/10.1002/chem.19970031014
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    Type B Semiconductor Photocatalysis: The Synthesis of Homoallyl Amines by Cadmium Sulfide-Catalyzed Linear Photoaddition of Olefins and Enol/allyl Ethers to N-Phenylbenzophenone ImineHeterogeneous Photocatalysis, part XVI. Part XV: W. Schindler, H. Kisch, J. Photochem. Photobiol. A: Chem., 1997, 103, 257. (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. 1638-1645 
    Details
    ISSN: 0947-6539
    Keywords: cadmium sulfide ; catalysis ; photochemistry ; semiconductors ; unsaturated amines ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Homoallyl amines were synthesized by visible-light irradiation of CdS powder in the presence of N-phenylbenzophenone imine and cyclohexene, 2,3-dihydrofuran, 2,5-dihydrofuran, 3,4-dihydropyran, 2-pentene, cyclopentene, 1-methylcyclohexene, or α-pinene. The structures of the products from the last three olefins were determined by single-crystal X-ray analysis to prove that C-alkylation of the imine had occurred. Thus, the reaction is formally an insertion of the imine into an allylic C-H bond of the olefin. It is proposed that a photogenerated electron-hole pair reduces the imine to an α-aminodiphenylmethyl radical and oxidizes the olefin with concomitant deprotonation to the corresponding allyl radical. Heterocoupling of these intermediates affords the final addition product. The overall reaction is therefore classified as type B semiconductor photocatalysis. The presence of acetic acid accelerates the reaction by rendering the reduction potential of the imine more positive. In the series 2,5-dihydrofuran/cyclopentene/3,4-dihydropyran, the decrease in apparent quantum yield with increasing driving force of olefin oxidation points to a significant contribution of secondary back electron transfer.
    Additional Material: 7 Ill.
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    A Highly Convergent Total Synthetic Route to Glycopeptides Carrying a High-Mannose Core Pentasaccharide Domain N-linked to a Natural Peptide Motif (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. 1617-1628 
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    ISSN: 0947-6539
    Keywords: glycals ; glycopeptides ; glycosylations ; β-mannosides ; oligosaccharides ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: N-Linked glycopeptides were synthesized by condensation of a highmannose anomeric amine bearing a pentasaccharide with aspartic-acid-containing tri- and pentapeptides through the agency of IIDQ. The pentasaccharide portion, corresponding to the „core“ region of all asparagine-linked glycoproteins, was assembled by means of glycal-derived thioethyl donors and glycal acceptors. The central mannose residue was established by inversion of the C2 hydroxyl of a glucosyl precursor in the pentasaccharide. The protecting-group scheme employed allows the extension of the pentasaccharide through the terminal mannose units. While a fully convergent coupling of the high-mannose carbohydrate to the peptide domain has thus been accomplished for the first time with a fully synthetic sugar, the stereochemical integrity of the anomeric center of the carbohydrate domain was not maintained and a mixture of glycopeptides was obtained.
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    A Square As4 and a Prismatic As6 Structure as Complex Ligands (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. 1494-1498 
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    ISSN: 0947-6539
    Keywords: arsenic ; cobalt ; density functional calculations ; structural elucidation ; Zintl anions ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: [As7(SiMe3)3] reacts with [(Cp*CoCl)2] to give black crystals of the ionic compound [(Cp*Co)3As6][CoCl4] (1). The cation [(Cp*Co)3As6]2+ consists of an As6 prism, with squares capped by [Cp*Co] fragments. When [(CptBuCoCl)2] is used instead of [(Cp*CoCl)2] in the reaction, dark red crystals of [(CptBuCo)3As6][CoCl3(thf)]2 (2) and green-black crystals of [(CptBuCo)2As4][Co3Cl8(thf)2] (3) can be obtained. The cation in 2 shows a structure very similar to that of 1. The [(CptBuCo)2As4]2+ cations in 3 can be described as a triple-decker sandwich complex with two [CptBuCo]+ fragments bridged by an As4 ligand. Density functional calculations reproduce the experimental data of 1 and 3 and allow an interpretation of molecular electronic structure and bonding in these and related compounds with As replaced by P and Co by Fe.
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    1′,5′-Anhydrohexitol Oligonucleotides: Hybridisation and Strand Displacement with Oligoribonucleotides, Interaction with RNase H and HIV Reverse Transcriptase (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. 1513-1520 
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    ISSN: 0947-6539
    Keywords: duplex ; gel mobility ; nucleic acids ; oligonucleotides ; strand displacement ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Hexitol nucleic acids (HNAs) with four natural bases form stable and sequence-selective duplexes with RNA. This was investigated by Tm determinations and gel shift experiments. The CD spectra of an HNA-RNA duplex show similarities with the CD spectra of the A-form of dsRNA. Single-stranded HNAs are able to induce strand displacement in a double-stranded RNA sequence. An HNA-RNA duplex is a poor substrate for RNase H, and can inhibit the RNase H-mediated cleavage of a natural DNA-RNA substrate. The HNA-RNA hybrid enhances the activity of HIV reverse transcriptase.
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    Relaxometric Determination of the Exchange Rate of the Coordinated Water Protons in a Neutral GdIII Chelate (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. 1499-1504 
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    ISSN: 0947-6539
    Keywords: gadolinium ; NMR spectroscopy ; prototropic exchange ; rare earth compounds ; water exchange rate ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The exchange rate of the coordinated water molecule in the neutral complex [Gd(DTPA-BBA)(H2O)] (DTPA-BBA = 1,7-bis[(N-benzylcarbamoyl)methyl]-1,4,7-triazaheptane-1,4,7-triacetate or diethylenetriaminopentaacetate N,N′-bis(benzylamide)) is slower than in the parent complex [Gd(DTPA)(H2O)]2-. From the analysis of the temperature dependence of the solvent 17O NMR transverse relaxation time in an aqueous solution of the paramagnetic complex, a value of 4.5 × 105 s-1 (at 298 K) is obtained for the exchange rate of the coordinated water molecule. This rate constant does not vary in the pH range 7-12. Conversely, over the same pH range and at 298 K and 20 MHz, the longitudinal water proton relaxivity increases from 4.8 to 6.5 s-1 mM-1. The analysis of the dependence of the longitudinal water proton relaxation rate on magnetic field and temperature at pH 7 and pH 12 shows that the increase in relaxivity at basic pH has to be assigned to the contribution of the prototropic exchange at the water molecule in the inner coordination sphere of the metal ion. This exchange process is catalyzed by OH- ions (kP = 1.7 × 109 M-1 s-1 at 298 K) and causes an increase in the observed relaxivity when it occurs at a rate larger than the exchange rate of the entire water molecule. At pH 12 the limiting effect of the slow exchange rate for the coordinated water molecule is removed, and the longitudinal water proton relaxivity measured at this pH then represents the maximum value attainable for this complex.
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    Poly(triacetylene) Oligomers: Synthesis, Characterization, and Estimation of the Effective Conjugation Length by Electrochemical, UV/Vis, and Nonlinear Optical MethodsDedicated to Professor Dieter Seebach on the occasion of his 60th birthday (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. 1505-1512 
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    ISSN: 0947-6539
    Keywords: conjugation length ; electrochemistry ; nonlinear optics ; oligomers ; poly-(triacetylene)s ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Poly(triacetylene)s [PTAs, —(C≡C—CR=CR—C≡C)n-] are a new class of linearly conjugated polymers with a nonaromatic all-carbon backbone. To explore structure-property relationships in PTAs, we prepared a series of monodisperse oligomers ranging from monomer to hexamer by oxidative Glaser-Hay coupling of a bifunctional („chain-forming“) (E)-hex-3-ene-1,5-diyne in the presence of an endcapping unit. All six oligomers are amazingly stable towards exposure to light, air, and temperatures beyond their melting points. They have been fully characterized and are readily soluble in a wide range of solvents. The conjugated rods are reversibly reduced in one-electron transfer steps and cannot be oxidized below +1.23 V vs. Fc/Fc+. The effective conjugation length in PTAs was estimated from the electronic absorption (UV/Vis) data, and various evaluation methods yielded convergence of the optical properties in the range of 7 to 10 monomer units. The nonresonant second-order molecular hyperpolarizability γ was measured in CHCl3 by means of the third harmonic generation (THG) at Δ = 1.907 μm. A plot of γ/n vs. n revealed a power law γ ≈ na for γ with a fitted exponent a = 2.5 ∓ 0.1. From the THG measurements, an effective conjugation length of about 10 monomer units was found, in surprisingly good agreement with the value obtained from UV/Vis spectroscopy data.
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    Graphical abstract (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. 1552-1556 
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    ISSN: 0947-6539
    Keywords: Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Additional Material: 8 Ill.
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    URL: http://dx.doi.org/10.1002/chem.19970031003
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    The Ineluctable Need for in Situ Methods of Characterising Solid Catalysts as a Prerequisite to Engineering Active Sites (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. 1557-1562 
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    ISSN: 0947-6539
    Keywords: enzyme catalysis ; EXAFS spectroscopy ; heterogeneous catalysis ; synchrotron radiation ; X-ray absorption spectroscopy ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Ultimate success in the design of solid oxide catalysts as well as other covalently bonded or heterogenised organometallic catalysts predicates knowledge of precisely what structure it is that has to be targetted. This, in turn, demands the greatest possible precision in determining, under operating conditions, the structure of the catalyst in general and of the active site in particular. Combined X-ray absorption spectroscopy and X-ray diffraction are ideal tools for such in situ investigations. Examples of such studies and of engineered catalysts, the structure of which have been determined in atomic detail, are given.
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    Strong Binding of Alkylguanidinium Ions by Molecular Tweezers: An Artificial Selective Arginine Receptor Molecule with a Biomimetic Recognition Pattern (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. 1537-1541 
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    ISSN: 0947-6539
    Keywords: arginine ; guanidines ; molecular recognition ; receptors ; supramolecular chemistry ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Bisphosphonates 2 and 3 represent the first artificial receptor molecules for alkylguanidinium ions. They bind to the guanidinium moiety by forming a 1:1 chelate complex, stabilized by a planar network of electrostatic interactions and hydrogen bonds. This hydrogen bonding configuration is identical to the „arginine fork“ postulated by Frankel as a key element in RNA-protein recognition of the AIDS virus. Our guanidinium-bisphosphonate complexes thus constitute the first synthetic model for this important biological interaction and demonstrate that the high binding energy can be a driving force for a conformational change in the receptor (induced fit, e.g., in the RNA). Although binding of monosubstituted alkylguanidines is generally strong (Ka ≈ 10 000 in DMSO), molecular tweezer 3 recognizes N- and C-amide-protected arginine derivatives especially well (Ka ≈ 300 000 in DMSO), because an additional hydrogen bond is formed between the amide and the phosphonate. Since 3 does not bind amines effectively, it is highly selective for arginine, even in the presence of lysine or other amino acids. For di-, tri-, and tetrasubstituted guanidines the association constant remains low (Ka≤1000 in DMSO) reflecting the increase in the steric bulk of the guest.
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    Chirality in Dendritic ArchitecturesThis concepts article is a personal reflection on the many issues raised by the combination of chirality and dendrimers. The concepts presented here are partly based on several recent reports in the published literature and partly on the highly appreciated discussions with colleagues on as yet undisclosed results. In particular Bert Meijer would like to express his gratitude to Professor Hans Wynberg who stimulated him to explore all aspects of stereochemistry.Dedicated to Professor Hans Wynberg on the occasion of his 75th birthday (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. 1563-1570 
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    ISSN: 0947-6539
    Keywords: catalysis ; chirality ; dendrimers ; molecular recognition ; surfaces ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: At first glance the topic of chiral dendrimers seems to be a contradiction in terms. However, recent studies reveal that both the building blocks of the dendrimer and the overall dendritic architecture can be chiral and that chirality can be introduced at various levels. The expression of optical activity in these enantiomerically pure dendrimers as a result of conformational (dis)order has proven to be of special interest. In this Concepts article we present the different approaches to introducing chirality in dendritic architectures, organized through their possible impact in fields such as biocompatibility, catalysis, molecular recognition, and surface chemistry. Also, the relation between molecular chirality of core or building block and the macroscopic chirality of dendritic objects is discussed.
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    Development of Tools for the Design of Selectin AntagonistsDedicated to Professor Hans Paulsen on the occasion of his 75th birthday (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. 1571-1578 
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    ISSN: 0947-6539
    Keywords: carbohydrates ; molecular modeling ; preorganization ; sialyl Lewisx ; selectins ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A molecular modeling tool for the rational design of E-selectin antagonists based on the lead structure sialyl Lewisx has been developed. The binding affinity to the receptor is considerably influenced by the entropy and consequently by the antagonist's ability to place its pharmacophores in an optimal spatial arrangement, i.e., by its preorganization for binding. The computational model assesses the preorganization of a potential selectin antagonist with the aid of Monte Carlo (jumping between wells)/stochastic dynamics [MC(JBW)/SD] simulations. The model has been validated by correlating preorganization and bioactivity of several selectin antagonists. The results suggest that only preorganized compounds are likely to bind to E-selectin.
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    Complex Formation of the Antiviral 9-[2-(Phosphonomethoxy)Ethyl]Adenine (PMEA) and of Its N 1, N 3, and N 7 Deaza Derivatives with Copper(II) in Aqueous SolutionAbbreviations and definitions: 2′-AMP2-, adenosine 2′-monophosphate; 3′-AMP2-, adenosine 3′-monophosphate; ATP4-, adenosine 5′-triphosphate; M2+, divalent metal ion; PA2- = PME2-, PMEA2-, and its twofold negatively charged deaza derivatives; R-PO2-3, simple phosphate monoester or phosphonate ligand with R representing a noncoordinating residue (see also Figure 1); TuMP2-, tubercidin 5′-monophosphate (=7-deaza-5′-AMP2-). Although the IUPAC nomenclature for the deazaadenine compounds is 3H-imidazo[4,5b]pyridine-7-amine (1-deazaadenine), imidazo[4,5c]pyridine-4-amine (3-deazaadenine), and pyrrolo[2,3d]pyrimidine-4-amine (7-deazaadenine), the trivial names and the numbering system for purines are retained in the present study to facilitate the comparison with the parent compound, PMEA2-, and other adenine derivatives. For example, 1-deaza-PMEA is thus named 9-[2-(phosphonomethoxy)ethyl]-1-deazaadenine. In mathematical expressions and tables, 1-, 3-, and 7-deaza-PMEA are written as 1d-, 3d-, and 7d-PMEA. In the text the expression „PMEAs“ encompasses PMEA as well as its three deaza derivatives. Species written without a charge either do not carry one or represent the species in general (i.e., independent of their protonation degree); which of the two possibilities applies is always clear from the context. (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. 1526-1536 
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    ISSN: 0947-6539
    Keywords: adenine ; isomerizations ; NMR spectroscopy ; nucleotides ; stability constants ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The stability constants of the 1:1 complexes formed between Cu2+ and the anions of the N 1, N 3, and N 7 deaza derivatives of 9-[2-(phosphonomethoxy)-ethyl]adenine (PA2-), Cu(H;PA)+ and Cu(PA), were determined by potentiometric pH titration in aqueous solution (25 °C; I = 0.1 M, NaNO3) and compared with previous results for 9-[2-(phosphonomethoxy)ethyl]adenine (PMEA2-) and (phosphonomethoxy)ethane (PME2-). A microconstant scheme reveals that in Cu(H;PA)+ Cu2+ is coordinated to the nucleobase, H+ being at the phosphonate group, in about 90% of the Cu(H;PMEA)+ and Cu(H;1-deaza-PMEA)+ species, but only in about 37% and 12% of the corresponding complexes with H(3-deaza-PMEA)- and H(7-deaza-PMEA)-, respectively. Straight-line plots of log KCuCu(R-PO3) versus pKHH(R-PO3) for simple phosph(on)ate ligands show that all the Cu(PA) complexes, including those with PMEA2- and PME2-, are more stable than expected simply from the basicity of the -PO2- group; to some extent five-membered chelates (Cu(PA)cl/O) involving the ether oxygen of the -CH2-O-CH2-PO2-3 chain are formed, and in all complexes an additional nucleobase-metal-ion interaction occurs. Based on 1H NMR line-broadening measurements and structural considerations it is concluded that in Cu(3-deaza-PMEA) the interaction occurs with N7 whereas in Cu(7-deaza-PMEA), Cu(1-deaza-PMEA), and Cu(PMEA) it occurs with N3. The proof of a metal ion-N3 interaction is important (and also of relevance regarding DNA) because so far this interaction has received little attention. In all Cu(PA) systems three major isomeric species are in equilibrium; for example, 17(∓3)% of Cu(PMEA) exists as an isomer with a sole Cu2+-phosphonate coordination, 34(∓10)% as Cu(PMEA)cl/O, and in 49(∓10)% the Cu2+ is bound to the phosphonate group, the ether O, and N3. In contrast, 54(∓8)% of Cu(5′-AMP) occurs as an isomer with sole Cu2+-phosphate coordination and 46(∓8)% as a macrochelate involving N7 too.
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    The Versatility of Lithium Reagents in Synthetic Organometallic Chemistry: Their differing reactions with [Cp*Mo(NO)(CH2SiMe3)2] (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. 1579-1587 
    Details
    ISSN: 0947-6539
    Keywords: alkylidene complexes ; lithium ; molybdenum ; nitric oxides ; tungsten ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: [Cp*Mo(NO)(CH2SiMe3)2] exhibits three principal types of reaction with the various lithium reagents investigated during this study, namely: regioselective deprotonation, reduction, and addition. Deprotonation of the reactant, achieved by treatment with lithium amide reagents, leads ultimately to the formation of the alkylidene „ate“ complex [Cp*Mo(NO)(CH2SiMe3)2(=CHSiMe3)]2-[Li2(thf)3] (1). While LiN(SiMe3)2 effects this conversion directly with no detectable intermediates, reaction with 1 equiv of LDA in THF for 15 min deprotonates the Cp* ligand to form the lithium salt of the „tucked-in“ ate complex [(η5,η1-C5Me4CH2)Mo(NO)(CH2SiMe3)2]-[Li(thf)3] (2) in 40% isolated yield. Complex 2 slowly converts to the thermodynamically more stable 1 when left as a THF or C6D6 solution at ambient temperature for 48 h. Reaction of the dialkyl starting material with either tBuLi or PhLi leads to the production of the alkylidene complex 1 in irreproducible yields (10-50% NMR; not isolable). A kinetic analysis of the reaction of [Cp*Mo(NO)(CH2SiMe3)2] with LiN(SiMe3)2 indicated that the reaction was first-order in both the lithium and molybdenum reagents, and the activation parameters of ΔH* = 7.3∓1.0 kcal mol-1 and ΔS* = - 34∓3 e.u. suggest an associative process. Treatment of the neutral dialkyl with 1 equiv of LiPPh2 in THF results in a one-electron reduction and production of {[Cp*Mo(NO)(CH2SiMe3)2[Li2(thf)3] (3). If left in solution, the 17e- dialkyl anion 3 is converted to the 18e- alkylidene anion 1 by the Ph2P-PPh2 coproduct, which effects the requisite hydrogen-atom abstraction. Finally, addition of a sterically undemanding alkyllithium reagent such as MeLi to the 16e- dialkyl reactant leads to the formation of the 18e- trialkyl anionic complex [[Cp*Mo(NO)(CH2SiMe3)2(=CHSiMe3)]2-[Li2(thf)3](Me)][Li(thf)3] (4). Warming of 4 in a C6D6 solution results in loss of methane and production of 1. In most cases, the chemistry exhibited by the Mo system is duplicated by the analogous W congener, [Cp*Mo(NO)(CH2SiMe3)2(=CHSiMe3)]2-[Li2(thf)3]. The solid-state molecular structures of complexes 1 and 4 have been established by single-crystal X-ray crystallographic analyses.
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    Cope Rearrangements versus Retro Diels-Alder ReactionsAzo Bridges from Azines, part 25; for part 24 see U. Brand, S. Hünig, K. Peters, F. Prokschy, H. G. von Schnering, Liebigs Ann. 1997, 785-789.Dedicated to Professor Dr. Dieter Seebach on the occasion of his 60th birthday (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. 1588-1599 
    Details
    ISSN: 0947-6539
    Keywords: azo compounds ; cycloadditions ; hydropyridazines ; pyrazolines ; rearrangements ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The two isomeric [4+2] cyclo-adducts from two different 1,3-dienes may result from direct cycloadditions as well as from Cope rearrangements (Scheme 1). This general question is tackled by employing two energetically different types of dienes, protonated pyrazolines (1H+, 2H+) or dihydropyridazines (3H+), prepared in situ from their trimers and alicyclic (4-6) or aliphatic (7-9) 1,3-dienes. Depending on structural features and conditions (amount of acid, reaction time), various ratios of the two isomeric [4+2] cycloadducts A and B are obtained; A and B are azo compounds 10, 14, 16, 20, 22, 24, 27, 32, 34, 36-39, 41, 42, pyrazolines endo-11, endo-13, endo-15, endo-endo-17, endo-18, endo-19, 21, 23, 25, 26, 28, and hydropyridazines 31, endo-33, endo-35, 40 and 43 (Schemes 3, 4). These results were backed by others from acid-catalyzed isomerizations, trapping experiments, and calculations of the equilibria (ΔΔH) between the isomers (by analogy with the corresponding olefins). A critical discussion reveals: a) Azo compounds 20, 22, 24, 27, 34, 38, and 42 must result from a [4++2] cycloaddition with inverse electron demand, whereas hydropyridazines endo-33, endo-35, 40, and 43 originate from a [4+2+] cycloaddition with normal electron demand. b) All isomerizations occur by a [3,3] sigmatropic rearrangement; [4+2] cycloreversion is energetically disfavored. c) A clear-cut distinction between the [4++2] or [4+2+] cycloaddition reaction routes to the energetically well-balanced systems 10→endo-11 and 12→endo-13 is not possible. d) The two cycloadditions may well favor a nonconcerted reaction through an allylic cationic intermediate which also governs the [3,3] rearrangements (Scheme 8).
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    The Nature of the Metal - Silicon Bond in [M(SiR3)H3(PPh3)3] (M = Ru, Os) And the Crystal Structure of [Os{Si(N-pyrrolyl)3}H3(PPh3)3] (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. 1608-1616 
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    ISSN: 0947-6539
    Keywords: ab initio calculations ; hydrides ; osmium ; ruthenium ; silicon ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The compounds [M(SiR3)H3(PPh3)3] (1: M = Ru, R = 1 - NC4H4 = pyr; 2a-c: M = Os, R = pyr, Et, Ph) are prepared through reaction of either [RuH2(PPh3)4] or [OsH4(PPh3)3] with the appropriate silane HSiR3 (3a-c: R = pyr, Et, Ph). The X-ray structure analysis of compound 2 a and ab initio calculations on the model compounds [Os(SiR3)H3(PH3)3] (4a-c: R = H, NH2, pyr) reveal a trigonal distortion along the Os-Si axis from an idealised tetrahedral geometry for the central OsSiP3 heavy-atom skeleton. The structure can be described as two face-shared octahedra, one based on osmium (OsH3P3) and the other based on silicon (SiH3N3). Studies of the bonding situation in 2 a reveal that the N-pyrrolyl substituents have a marked shortening effect on the osmium-silicon distance (229.3(3) pm) and that each of the three hydride ligands participates in partial three-centre bonding involving osmium, silicon and hydrogen. 1H, 13C, 29Si and 31P NMR spectra were used to determine the solution structures of complexes 1 and 2 a.
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    A Pyrrole-Imidazole Polyamide Motif for Recognition of Eleven Base Pair Sequences in the Minor Groove of DNADedicated to Dieter Seebach on the occasion of his 60th birthday (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. 1600-1607 
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    ISSN: 0947-6539
    Keywords: DNA recognition ; hydrogen bonds ; ligand design ; molecular recognition ; sequence-specificity ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A new upper limit of binding site size is defined for the 2:1 overlapped polyamide: DNA motif. Eight-ring polyamides composed of four-ring subunits containing pyrrole (Py) and imidazole (Im) amino acids linked by a central β-alanine (β) spacer („4-β-4 ligands“) were designed for recognition of eleven base pair sequences as antiparallel dimer (4-β-4)2.DNA complexes in the minor groove. The DNA binding properties of three polyamides, ImPyPyPy-β-PyPyPyPy-β-Dp, ImImPyPy-β-PyPyPyPy-β-Dp, and ImImImPy-β-PyPyPyPy-β-Dp, were analyzed by footprinting experiments on DNA fragments containing the respective match sites 5'-AGTAATTTACT-3', 5'-AGGTATTACCT-3', and 5'-AGGGATTCCCT-3' (Dp = dimethylaminopropylamide). Quantitative footprint titrations reveal that each polyamide binds its respective target site with subnanomolar affinity and 7-fold to over 30-fold specificity over double-base-pair mismatch sites. A 20-fold decrease in binding affinity is observed for placement of a side-by-side β-β pairing opposite G.C/C.G relative to placement opposite a A.T/T.A base pair. The use of side-by-side antiparallel β-alanine residues as an A.T/T.A-specific DNA binding element provides a new pairing rule for polyamide design. Expanding the DNA binding site size targeted by pyrrole-imidazole polyamides represents an important step in the development of cell-permeable synthetic ligands for the control of gene-specific regulation.
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    Thianthrene 5-Oxide as a Mechanistic Probe in Oxygen Transfer Reactions: The Case of Carbonyl Oxides versus Dioxiranes Revisited (1996)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 2 (1996), S. 255-258 
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    ISSN: 0947-6539
    Keywords: carbonyl oxides ; dioxiranes ; mechanistic studies ; oxidations ; thianthrene 5-oxide ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Thianthrene 5-oxide (SSO) constitutes a useful mechanistic tool for the assessment of the electronic character of oxygen transfer agents by means of their Xso values, which reflect the extent of nucleophilic oxidation at the SO site in SSO. Treatment of dioxiranes 1 a-d with the SSO probe confirms that these are electrophilic oxidants (Xso 〈 0.15). Dioxirane sulfoxidation is sensitive to protic solvents and acids, which implies a polar mechanism (SN2) with nucleophilic attack of the sulfide electron pair on the dioxirane peroxide bond. In contrast, the carbonyl oxides 2 a and b, diethyl persulfoxide (3), and adamantylideneadamantane perepoxide (4) are nucleophilic oxidants (Xso 〉 0.85). However, the cyclopentadienone carbonyl oxides 2 c and d show low Xso values typical for electrophilic oxygen transfer agents. For these carbonyl oxides, photoisomerization to the respective dioxiranes is proposed under the photooxidation conditions of the diazoalkanes. Additionally, the trans/cis ratio of bissulfoxides (SOSO) formed provides valuable information on the stereochemical course of the oxygen-transfer process due to the steric requirements of the oxidant. Thus, the electrophilic dioxiranes preferentially attack the axial lone pair of SSO because of repulsion by the peri hydrogen atoms to afford trans-SO-SO.
    Additional Material: 1 Tab.
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    Polysaccharides of Intracrystalline Glycoproteins Modulate Calcite Crystal Growth In Vitro (1996)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 2 (1996), S. 278-284 
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    ISSN: 0947-6539
    Keywords: biomineralization ; calcite ; crystal morphology ; glycoproteins ; polysaccharides ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Assemblies of glycoproteins from within the mineralized tissues of sea urchins and mollusks both interact in vitro in a similar manner with growing calcite crystals. A protein-rich fraction, a polysaccharide-rich fraction, and a fraction composed of densely glycosylated peptide cores were obtained by chemical and enzymatic treatment of the glycoproteins from sea-urchin spines. Each fraction was partially purified and characterized (amino acid composition, FTIR and NMR spectroscopy). A comparison of the interactions of these fractions with growing calcite crystals in vitro shows that the polysaccharide moieties of these glycoproteins are intimately involved in the interaction with growing calcite crystals on planes approximately parallel to the c crystallographic axis. Presumably the polysaccharides in the mollusk-shell glycoproteins are likewise responsible for the similar interactions of these macromolecules with calcite. We suggest that structured polysaccharide moieties of glycoproteins are important in controlling aspects of crystal growth in vivo as well.
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    Aryloxycarbonylcarbene Complexes of Bis(oxazolinyl)pyridineruthenium as Active Intermediates in Asymmetric Catalytic CyclopropanationsDedicated to Professor Henri Brunner on the occasion of his 60th birthday (1996)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 2 (1996), S. 303-306 
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    ISSN: 0947-6539
    Keywords: asymmetric syntheses ; carbene complexes ; cyclopropanations ; diazoacetates ; ruthenium complexes ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The reaction of [RuCl2(pybox)-(C2H4)] (1) (pybox = 2,6-bis[4′S)-isopropyloxazolin-2′-yl]pyridine) and 2,6-di-tert-butyltolyl diazoacetate (4) (DBT-DA) in benzene at 50°C gave a stable 2,6-di-tert-butyltolylcarbonylcarbene-ruthenium complex 5 in 94% yield. The structure of 5 was characterized by NMR spectroscopy. 2,6-Diisopropylphenyl diazoacetate (6) and 2,4,6-trimethylphenyl diazoacetate (7) also gave the corresponding carbene complexes 9 and 10, respectively. Asymmetric carbene transfer from the carbene complexes to styrene resulted in formation of the trans isomer of phenylcyclopropanecarboxylates 2 with high enantioselectivity: 2 was obtained as the sole product in 80% yield (55% ee) from 5 at 80 °C and in 82% yield (97% ee) from 9 at 60°C; from 10 at 40°C, a mixture of 2 and 3 in a ratio of 97:3 was formed in 91% yield (97% ee for 2 and 99% ee for 3). After the carbene transfer reaction, the ethylene complex 1 could be regenerated and isolated by treatment of the reaction mixture under an ethylene atmosphere. The carbene complexes 9 and 10 (2 mol%) exhibited catalytic activity in the asymmetric cyclopropanation of styrene with the corresponding diazoacetates.
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    The photochemical Formation of Fulvene from Benzene via Prefulvene-a Theoretical StudyDedicated to Professor Roy McWeeny on the occasion of his 70th birthday (1996)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 2 (1996), S. 335-341 
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    ISSN: 0947-6539
    Keywords: ab initio calculations ; benzene ; fulvene ; isomerization ; photochemistry ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Results of semiempirical MN-DOC-CI and ab initio CASSCF calculations reveal that fulvene is a primary product of the photolysis of benzene. The photochemical step is assumed to lead to prefulvene, and both a synchronous conversion and a two-step process via bicyclo[3.1.0]hexa-1,3-diene (isofulvene) could be ruled out as possible pathways from prefulvene to benzene. The most probable mechanism for the photochemical isomerization of benzene to fulvene involves the intermediate structures prefulvene and 1,3-cyclopentadienylcarbene and has to compete with the almost barrierless formation of benzvalene and rearomatization to benzene. The short-lived intermediates are rather flexible structures with negligible barriers to inversion at the radical center in the threemembered ring of prefulvene and prebenzvalene and to rotation around the exocyclic single bond in 1,3-cyclopentadienylcarbene.
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    Cover page (1996)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 2 (1996), S. cpi 
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    ISSN: 0947-6539
    Keywords: Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
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    URL: http://dx.doi.org/10.1002/chem.19960020401
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    NMR Chemical-Shift Anomaly and Bonding in Piano-Stool Carbonyl and Related Complexes-an Ab Initio ECP/DFT StudyDedicated to Professor Hans Georg von Schnering on the occasion of his 65th birthday (1996)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 2 (1996), S. 348-358 
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    ISSN: 0947-6539
    Keywords: carbonyl complexes ; density-functional theory ; NMR chemical shifts ; pseudopotentials ; transition-metal complexes ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The origin of the unusually large carbonyl 13C shifts and of unusual periodic trends in four-legged piano-stool complexes [M(n5-C5H5)(CO)4]- (M=Ti, Zr, Hf) and in related species has been investigated by using a combination of ab initio effective-core potentials (ECPs) and density-functional theory (DFT). The ECP/SOS-DFPT(IGLO) calculations indicate a considerable reduction in the anisotropy of the 13C(CO) chemical shift tensors compared to terminal carbonyl ligands in “normal” complexes. This is due to large paramagnetic contributions from metal d AO type (dz2, dxy) orbitals to the parallel component, σ33, of the shielding tensors of the carbonyl carbon atoms. The neutral d4 Group 5 and 6 complexes [M(n5-C5H5)(CO)4] (M=V, Nb, Ta) and [M(n5-C5H5)(CO)3CH3] (M=Cr, Mo, W) exhibit successively smaller but still significant paramagnetic d-orbital contributions to σ33, consistent with the observed less dramatic deshielding. The three-legged d6 piano-stool complexes [M(n5-C5H5)(CO)3] (M=Mn, Tc, Re) do not exhibit these reductions of the shielding anisotropy, but have carbonyl 13C shift tensors comparable to regular octahedral carbonyl complexes. The special situation for the four-legged complexes is related to the presence of high-lying occupied metal d orbitals, and particularly to the favorable spatial arrangement of these d orbitals with respect to the carbonyl ligands. Bent-sandwich d2 complexes like [Zr(n5-C5H5)2(CO)2] exhibit comparable deshielding contributions from an occupied metal d orbital. For similar reasons, the 17O resonances for these piano-stool and bent-sandwich complexes are also predicted to be at unusually high frequencies, with low shift anisotropy. NMR shifts for the (n5-C5H5)-ligand atoms and the structures of the complexes are also discussed.
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    A bis(diimidazole)copper complex possessing a reversible CuII/CuI couple with a high redox potential (1996)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 2 (1996), S. 685-693 
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    ISSN: 0947-6539
    Keywords: copper complexes ; imidazole ligands ; redox systems ; structure elucidation ; enzyme models ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The new diimidazole ligand, bis (1-methyl-4,5-diphenylimidazol-2-yl)ke-tone (BIMDPK), has been synthesised, characterised and shown to form four-coordinate bis(diimidazole) CuII and CuI complexes in the salts [Cu(bimdpk)2]-[BF4]2 and [Cu(bimdpk)2][PF6], the structures of which have been determined by X-ray crystallography. The cations of these salts have a very similar geometry with CuII-Nav = 1.949 and CuI-Nav = 1.999 Å; the N-Cu-N interbond angles are constrained by 1) the bite angle of the BIMDPK ligand to 94 ± 2° and 2) the interligand steric interactions, which lead to the dihedral angle of the intraligand CuN2 planes of 68.2° for CuII and 74.9° for CuI-that is, a CuN4 geometry intermediate between tetrahedral and square planar. The X-band EPR spectrum for the powdered CuII compound is typical of an approximately D2 CuN4 centre possessing a dxy ground state (gx = 2.080, gy = 2.075, gz = 2.291; Az = 112.3 × 10-4 cm-1). The UV/vis spectra are dominated by charge-transfer bands, and both the CuII and CuI systems are intensely coloured. The EPR and electronic spectra indicate that these cations have a very similar structure in the solid state and in solution; the potential of the [Cu(bimdpk)2]2+/[Cu(bimdpk)2]+ couple is 0.59 V vs. SCE in MeCN and 0.80 V vs. SCE in CH2Cl2, and the electron self-exchange constant in MeCN is 1.9 × 104M-1S-1. Comparisons are made between the properties of the [Cu(bimdpk)2]2+/+ centres and related Cu centres in chmical and biological systems; the results of this study reinforce the view that a [Cu(His)4] centre should not be precluded from consideration in biological electron transport.
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    On the definition of chirality (1996)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 2 (1996), S. 743-744 
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    ISSN: 0947-6539
    Keywords: Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
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    URL: http://dx.doi.org/10.1002/chem.1460020617
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    Self-assembling [2]- and [3]rotaxanes from secondary dialkylammonium salts and crown ethersMolecular Meccano, Part 7: for Part 6; see the preceding paper in this issue (ref. [14]). (1996)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 2 (1996), S. 729-736 
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    ISSN: 0947-6539
    Keywords: interlocking moleucles ; molecular recognition ; pseudorotaxanes ; rotaxanes ; template syntheses ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The self-assembly of three new rotaxanes - two [2]rotaxanes and a [3]rotaxane - formed by a “threading followed by stoppering” approach is described. These template-directed syntheses rely on the formation of pseudorotaxane intermediates, which self-assemble in solution from functionalized secondary dialkylammonium hexafluorophosphate threads and macrocyclic polyether rings (either dibenzo-[24]crown-8 or its asymmetric constitutional isomer). The stoppers - substituted 1,2,3-triazoles-were created by thermally allowed 1,3-dipolar cycloadditions between azido groups, which terminate the threads, and di-tert-butyl acetylenedicarboxylate.
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    Graphical abstract (1996)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 2 (1996), S. 613-616 
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    ISSN: 0947-6539
    Keywords: Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/chem.1460020619
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    Notice to authors 1996 (1996)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 2 (1996), S. 757-758 
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    ISSN: 0947-6539
    Keywords: Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/chem.1460020703
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  • 95
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    Structure and conductivity of an electrocrystallized ruthenium [1,8]binaphthyridine complex (1996)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 2 (1996), S. 781-788 
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    ISSN: 0947-6539
    Keywords: chelate ligands ; intermolecular interactions ; reductions ; ruthenium complexes ; semiconductors ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: For the first time, the crystal structure of a RuII binaphthyridine complex and that of its corresponding oneelectron reduced product are reported. Reductive electrocrystallization of [Ru-(binap-2)3](PF6)2 (1, where binap-2 = 3,3′-dimethylene -2,2′ - bi [1, 8] naphthyridine) from an acetonitrile solution resulted in the formation of dark blue crystals of the one-electron reduction product, [Ru-(binap-2)3](PF6) (2) having one fewer PF-6 per formula unit. X-ray analysis reveals that the reduced complex retains the three-ligand d6 coordination around the central RuII. Based on electrostatic considerations and the positions of the PF-6 anions in the lattice, the added electron appears to be delocalized over two nearly equivalent binap-2 ligands in 2, in marked contrast to monoreduced and electrocrystallized [Na ⊂ (trisbipyridyl cryptand)]0, in which the electron is localized on only one of the bipyridyl subunits. However, based on the available data, alternative interpretations are possible. The crystal packing diagram of 2 shows several intermolecular π-π interactions, with 12 of these being shorter than 3.5 Å. In contrast, there are no intermolecular distances shorter than 3.5 Å in the crystals of 1. Two-probe electrical conductivity measurements under anaerobic conditions indicate that the crystals of 2 behave as semiconductors with a band gap of 0.53 eV, while those of the unreduced compound are insulating. This represents the first molecular semiconducting material with the potential for bidimensional behavior of its kind.
    Additional Material: 7 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/chem.1460020707
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  • 96
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    In Situ 13C Solid-State NMR and Ex Situ GC-MS Analysis of the Products of tert-Butyl Alcohol Dehydration on H-ZSM-5 Zeolite Catalyst (1996)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 2 (1996), S. 157-167 
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    ISSN: 0947-6539
    Keywords: alcohols ; cracking ; dehydrations ; isomerizations ; NMR spectroscopy ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The hydrocarbon products that are formed upon dehydration at 296-673 K of tert-butyl alcohol (tBuOH), adsorbed on H-ZSM-5 zeolite in concentrations equal to that to active Al—OH—Si sites in the catalyst, have been analyzed by 13C solid-state MAS NMR and GC-MS. To facilitate 13C NMR analysis, the alcohol selectively labeled with 13C isotope in the COH group was used. It was found that tBuOH transforms to the adsorbed C8 butene dimers plus a trace amount of alkanes at 296 K. Butene dimers exist inside H—ZSM-5 pores in the form of interconverting adsorbed octene, octyl silyl ether, and octyl carbenium ion; octyl silyl ether is the main adsorption state. Fluxionality of the carbenium ion form provides a pathway for isomerization of the highly branched hydrocarbon skeleton of the intial alcohol to the predominantly linear one in the adsorbed butene dimer. The driving force for the isomerization into the linear structure is the shape selectivity induced by the small size of the zeolite channels. At 373 K the adsorbed butene dimers further crack into species that contain an average of about 6.5 carbon atoms, in addition to further alkanes. At 448 K the adsorbed C3-C7+ paraffins become the predominant hydrocarbon products observed with both in situ 13C NMR and ex situ GC-MS. Simultaneously, a mixture of adsorbed polyenes is formed. According to 13C CP/MAS NMR, polyenes exist in the zeolite pores in the form of rather stable cyclopentenyl cations. At 573-673 K adsorbed cyclopentenyl cations further transform into a mixture of condensed and simple aromatics and then into xylenes and toluene. Simultaneously, paraffins crack further to give mainly C3-C4 paraffinic species at 573 K and propane at 673 K.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/chem.19960020207
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  • 97
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    A stereoselective synthesis of (E)-α, β-unsaturated ketones involving the reactions of organocerium reagents with secondary β-enamino ketones (1996)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 2 (1996), S. 913-918 
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    ISSN: 0947-6539
    Keywords: assymetric substitution ; cerium reagents ; enamino ketones ; regioselectivity ; synthetic methods ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Stereoselective construction of trisubstituted alkenes has wide applicability to the synthesis of many natual products Specifically, β-disubstituted enones are important functionalized trisubstituted alkene targets. The reaction of organocerium reagents with secondary β-enamino ketones affords β=disubsituted α,β-unsaturated ketones in fairly good yields. This process shows considerable stereoselectivity, and α,β-unsaturated ketones of (E) configuration are predominantly observed. Organolithium-derived cerium reagents display better stereoselectivity than organomagnesium-based ones. The mechanism of the reaction varies with nitrogen substitution: N-phenyl groups give 1,2-addition products, whereas substitution products are observed with N-alkyl groups. When organocerium reagents were used with β-enamino ketones bearing secondary alkyl groups at the nitrogen atom, a lack of reactivity was observed.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/chem.1460020802
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  • 98
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    Synthesis of 4-silylcyclobut-2-enethiones and their use in cyclobutadiene generation (1996)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 2 (1996), S. 949-956 
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    ISSN: 0947-6539
    Keywords: alkynyl sulfides ; cyclobutadienes ; cyclobutenethiones ; desilylation ; ynamines ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Alkynyl silyl sulfides 2 reacted with ynamines 3 to give 1:1 adducts. The structure of 4-silylcyclobut-2-enethiones 4 was confirmed by X-ray analysis of 4a. A cyclobutadiene intermediate is probably not involved in this reaction; we think that it is initiated by a silyl transfer from 2 to 3, and that this is followed by a combination of the resulting ions to give the unsaturated thioketene 7, which undergoes an electrocyclization to give products 4. In the reaction of thiones 4 with trimethyloxonium tetrafluoroborate (Meerrwein salt) selective methylation at sulfur was observed to give cyclobutenethionium ions 16. Ions 16 underwent fluoride-induced desilylation with various fluoride sources to give cyclobutadienes 17, which could not be isolated, but trapping of 17 a-c was possible with dimethyl acetylenedicarboxylate yielding regioisomeric benzene derivatives 20-23. Similarly, 17 a and bis(methylthio)methylene malononitrile (24) led to hexatriene derivative 27 by a sequence of cycloaddition and two ring-opening reactions. In contrast, silyl-substituted cyclobutadienes 17d,e dimerized even in the presence of trapping agents to anti-tricyclo-[4.2.0.02,5]octadienes 29; this suggests that a two-step cycloaddition is taking place, rather than a concerted Diels-Alder reaction. Attempts to intercept 17d, e, generated from 16d,e with cyclopentadiene (30), gave deprotonation of 30 leading to substitution of the methylthio group in 16 and finally to formation of cyclobutenes 33 through a hydrogen shift.
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/chem.1460020807
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  • 99
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    Molecular structure of the chloroiron(III) derivative of the meso-unsubstituted 2,7,12,17-tetramethyl-3,8,13,18-tetramesitylporphyrin and weak ferromagnetic exchange interactions in the Alu oxoiron(iv) porphyrin π radical cation complex (1996)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 2 (1996), S. 1159-1163 
    Details
    ISSN: 0947-6539
    Keywords: electronic structure ; exchange coupling ; heme proteins ; iron complexes ; porhyrins ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The molecular structure of the chloroiron(III) porphyrinate [FeIIICl- (tmtmp)] (1) is described. The doming off the bifacially encumbered tmtmp dianionic ligand present in 1 is characterized by a separation of 0.09 (1) Å between the mean plane of the four pyrrole nitrogens (4NP) and that of the porphyrin core. The coordination polyhedron of the five-coordinate iron atom is a square pyramid of C4v symmetry. The metal is displaced by 0.44 (1) Å from the 4Np mean plane towards the axial chloro ligand. The Fe-Np and Fe-Cl bond lengths are 2.057 (6) and 2.223(5) Å, respectively. Upon treatment of [FeIIITf(tmtmp)] (2) with m-chloroperoxybenzoic acid, the green oxoferryl π radical cation complex [FeIV=O(tmtmp)]+ (3) is obtained. It has been studied by EPR, Mössbauer, and resonance Raman spectroscopy. It exhibits an EPR spectrum strikingly similar to those of compounds I of Micrococcus lysodeikticus catalase (APX-I) and ascorbate peroxidase (APX-I) The exchange interactions between the spins of the radical cation and the ferryl iron are of the ferromagnetic type and are the weakest ever found for a synthetic compound I model. The shift of + 22 cm-1 in the radical marker band v2 in the resonance Raman spectra upon oxidation of 2 to 3 confirms that the electronic state of the porphyrin π radical cation is predominantly 2Alu in this tmtmp compound 1 model.
    Additional Material: 5 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/chem.1460020917
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  • 100
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    Cover page (1996)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 2 (1996), S. cpi 
    Details
    ISSN: 0947-6539
    Keywords: Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/chem.19960021001
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