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  • Binding Sites  (1,445)
  • Chemistry
  • American Association for the Advancement of Science (AAAS)  (1,775)
  • IntechOpen  (21)
  • 1
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    Mineralogy (2023)
    IntechOpen | IntechOpen
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    Publication Date: 2024-04-05
    Description: Mineralogy includes thirteen chapters that discuss the methodology of specific mineralogical methods, the composition of minerals from different igneous rocks, and the composition of minerals from different sedimentary rocks.It contains detailed mineralogical studies from Africa, Asia, and Europe. Chapters present different scientific mineralogical methods and detailed descriptions of minerals from different magmatic and sedimentary rocks.
    Keywords: Chemistry ; thema EDItEUR::P Mathematics and Science::PN Chemistry::PNV Chemistry of minerals, crystals and gems
    Language: English
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  • 2
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    Benzimidazole (2023)
    IntechOpen | IntechOpen
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    Publication Date: 2024-04-05
    Description: Benzimidazole is a comprehensive survey of the known and new methods of benzimidazole synthesis, the spectral and theoretical aspects of existing benzimidazole derivatives, and the anticancer properties of a new class of benzimidazole derivatives. This book examines aspects and newer mechanisms of benzimidazoles containing heterocyclic moiety. Chapters report on anticancer properties of benzimidazole derivatives, novel methods of synthesis of benzimidazoles, versatile nature of the benzimidazoles, spectral and theoretical studies of benzimidazole derivatives, and medicinal importance and pharmacological aspects of benzimidazole derivatives.
    Keywords: Chemistry ; thema EDItEUR::P Mathematics and Science::PN Chemistry::PNN Organic chemistry
    Language: English
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  • 3
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    Green Chemistry (2023)
    IntechOpen | IntechOpen
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    Publication Date: 2024-04-05
    Description: Green Chemistry - New Perspectives is at the frontiers of this continuously evolving interdisciplinary science, and publishes research that attempts to reduce the environmental impact of the chemical enterprise by developing a technology base that is inherently non-toxic to living things and the environment. The book covers all aspects of green chemistry, including chemical synthesis, nano synthesis, eco-friendly processes, biomass, extraction techniques, environmental remediation, and energy, making it a unique reference resource. This will continue to encourage scientists around the world to develop novel synthetic methods or improve the existing ones to circumvent some of the problems and favours all aspects of green chemistry. This book is intended for academia, professionals, scientists, as well as graduate and undergraduate students without any geographical limitations.
    Keywords: Chemistry ; thema EDItEUR::P Mathematics and Science::PN Chemistry::PNN Organic chemistry
    Language: English
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  • 4
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    Analytical Liquid Chromatography (2023)
    IntechOpen | IntechOpen
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    Publication Date: 2024-04-05
    Description: This book consists of several selected chapters on important subjects in modern high-performance liquid chromatography (HPLC) and ultra-performance liquid chromatography (UPLC). The content addresses aspects related to both improvements in the mainstream HPLC/UPLC technology and utilization, as well as developments of exploratory new materials and equipment. The book presents useful details about the presented subjects as well as describes new applications and/or relevant case studies for each subject. It is addressed to a large audience of analytical chemists involved in separation science. Each chapter is authored by scientists with considerable field and academic experience.
    Keywords: Chemistry ; thema EDItEUR::P Mathematics and Science::PN Chemistry::PNF Analytical chemistry
    Language: English
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  • 5
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    Recent Advances in Chemical Kinetics (2023)
    IntechOpen | IntechOpen
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    Publication Date: 2024-04-05
    Description: Recent Advances in Chemical Kinetics provides a comprehensive overview of several types of chemical reactions. It includes six chapters that discuss solvent catalysis, customized flow reactors, p-conjugation in kinetics, kinetics of autoxidation, molecular chameleon for cations and anions, and internal clocks of atoms.
    Keywords: Chemistry ; thema EDItEUR::P Mathematics and Science::PN Chemistry::PNR Physical chemistry
    Language: English
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  • 6
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    Redox Chemistry (2023)
    IntechOpen | IntechOpen
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    Publication Date: 2024-04-05
    Description: Redox reactions are involved in biochemistry, energy, corrosion, and much more. In both biology and electrochemistry, the redox reaction is complex and varied. For example, redox shuttles in supercapacitors show aspects of molecular electrochemistry applied to electrode porosity. In pseudocapacitors, the formalism associated with their electrochemical response requires investigation and formalism. Similarly, the simple definition of redox potential opens fundamental questions about its measurement in solutions without supporting salts. This book illustrates the variety of redox reactions in its examination of the importance of redox molecules in the development of new electrical energy storage devices.
    Keywords: Chemistry ; thema EDItEUR::P Mathematics and Science::PN Chemistry::PNR Physical chemistry::PNRH Electrochemistry and magnetochemistry
    Language: English
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  • 7
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    Phase Equilibria With Supercritical Carbon Dioxide (2023)
    IntechOpen | IntechOpen
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    Publication Date: 2024-04-05
    Description: We are living in a critical time, both for humanity and the planet, which has led us to look for more sustainable formulas to interact with the environment. One of the important changes in the design and operation of chemical processes is the search for environmentally friendly technologies. Supercritical carbon dioxide has been revealed as a promising environmentally friendly solvent that is energy efficient, selective and capable of reducing waste, making it a promising alternative to conventional organic solvents. However, reliable and versatile mathematical models of phase equilibrium thermodynamics are needed for the use of supercritical carbon dioxide in process design and viability studies. This book reviews experimental procedures for obtaining high-pressure phase equilibria data and describes the phase diagrams of binary mixtures and some thermodynamic models capable of determining the conditions of phase equilibria at high pressures. These concepts are applied to the components of the transesterification reaction of rac-2-pentanol with a vinyl ester, which is important in the pharmaceutical industry because (S)-2-pentanol can be obtained as a reaction product. This product is a key intermediate in the synthesis of drugs against Alzheimer’s disease.
    Keywords: Chemistry ; thema EDItEUR::P Mathematics and Science::PN Chemistry::PNR Physical chemistry
    Language: English
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  • 8
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    Covalent Organic Frameworks (2023)
    IntechOpen | IntechOpen
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    Publication Date: 2024-04-05
    Description: In recent decades, artificial porous structures have attracted increasing enthusiasm from researchers inspired by the fascinating molecular pores in nature and their unique biological functions. Although substantial achievements in porous materials have been realized, the construction of topologically designed pores is still challenging. Recently, the emergence of covalent organic frameworks (COFs), which are constructed based on organic and polymer chemistry, has made it possible to design artificial pores with controlled pore size, topology and interface properties. COFs are crystalline porous materials constructed by the precise reticulation of organic building blocks via dynamic covalent bonds. Distinct from non-covalent interactions which tend to produce isostructures, covalent bonds enable accurate pore design owing to their predetermined reaction pathways. In addition, the appropriate polycondensation of organic building units enables the formation of extended two-dimensional (2D) and three-dimensional (3D) polymer architectures with periodically ordered skeletons and well-defined pores. With their large surface area, tailorable structures, and tunable chemistry, COFs are regarded as potentially superior candidates for various applications including catalysis, energy storage and conversion, mass transport and biotechnology. This book examines the historic achievement of COFs, providing clear and comprehensive guidance for researchers on their structural design, synthetic protocols and functional exploration.
    Keywords: Chemistry ; thema EDItEUR::P Mathematics and Science::PN Chemistry::PNN Organic chemistry
    Language: English
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  • 9
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    Fluoride (2023)
    IntechOpen | IntechOpen
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    Publication Date: 2024-04-05
    Description: Fluoride covers a continuum of topics that are frequently studied in the broad area of fluoride (F) research. It provides an overview of the primary sources of environmental fluoride in typical high-fluoride environments and demonstrates the transitions and transformations that emerge and culminate in hydro-geochemical interactions that result in fluoride-fouling of large portions of the world’s water and agricultural resources. This way, the book pinpoints the connection between F enrichment of water sources and the prevalence of endemic fluorosis in certain areas of the world. In order to contribute to a better understanding of the global fluoride problem, new fluoride detection and quantification technologies are proposed with an in-depth analysis of emerging trends in the use of portable user-friendly devices in point-of-use measurements of water fluoride. This has been presented against the backdrop of a robust overview of traditional fluoride quantification methodologies that are still in wide application among the scientific communities. In addressing fluoride toxicities, which are not limited to dental and skeletal dilapidations, the authors have explored the role of natural antioxidants in ameliorating physiological fluoride-induced noxious effects in mammalian systems. Nonetheless, since community dependence on high-fluoride water due to a lack of alternative clean water sources remains to be the principal pathway of human fluoride over-exposure, a review chapter on F mitigation techniques applied all over the world is incorporated aiming at providing a succinct overview of water defluoridation techniques and strategies being used to combat the impacts of human F overexposure around the globe. Since every cloud has a silvery lining, the possibility of using ammonium fluorides as a novel reagent in mineral processing has been considered convenient industrial fluorinating agents, which present the possibility of complete regeneration that is not afforded by the reagents presently used in decomposing silicon component of the ores.
    Keywords: Chemistry ; thema EDItEUR::P Mathematics and Science::PN Chemistry::PNK Inorganic chemistry
    Language: English
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  • 10
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    Exploring Chemistry with Pyridine Derivatives (2023)
    IntechOpen | IntechOpen
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    Publication Date: 2024-04-05
    Description: This book discusses the chemistry and applications of pyridine derivatives. The library of pyridine derivatives is growing steadily with numerous synthetic analogues already described and the identification of new, naturally occurring pyridine-based compounds. The book includes ten chapters organized into two parts. The first part focuses on the numerous types of reactions that arise from pyridine derivatives. The second part examines the pharmaceutical applications of pyridine derivatives as well as their usefulness as sensors for metal cations and extracting agents for platinum group metals.
    Keywords: Chemistry ; thema EDItEUR::P Mathematics and Science::PN Chemistry::PNN Organic chemistry
    Language: English
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  • 11
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    Dosimetry (2023)
    IntechOpen | IntechOpen
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    Publication Date: 2024-04-05
    Description: The book discusses multiple issues associated with modern dosimetry in physics and treatment planning and how investigators from diverse world centers and institutions approach problem-solving in these important areas. It examines topics including pretreatment validation and factors affecting reference dosimetry. It also addresses unique issues affecting pediatric populations as well as the modern role of thermoluminescence validation. Several chapters discuss intensity modulation, including defining modern problems associated with both treatment planning and the definition of tumor and normal tissue contours. Furthermore, the book examines the role of imaging as both a vehicle to define tumor targets and normal tissue as well as a tool for dose validation.
    Keywords: Chemistry ; thema EDItEUR::P Mathematics and Science::PN Chemistry::PNR Physical chemistry::PNRL Nuclear chemistry, photochemistry and radiation
    Language: English
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  • 12
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    Desalination (2023)
    IntechOpen | IntechOpen
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    Publication Date: 2024-04-05
    Description: The book comprises 14 chapters covering all the issues related to water desalination. These chapters emphasize the relationship between problems encountered with the use of feed water, the processes developed to address them, the operation of the required plants and solutions actually implemented. This compendium will assist designers, engineers and investigators to select the process and plant configuration that are most appropriate for the particular feed water to be used, for the geographic region considered, as well as for the characteristics required of the treated water produced. This survey offers a comprehensive, hierarchical and logical assessment of the entire desalination industry. It starts with the worldwide scarcity of water and energy, continues with the thermal - and membrane-based processes and, finally, presents the design and operation of large and small desalination plants. As such, it covers all the scientific, technological and economical aspects of this critical industry, not disregarding its environmental and social points of view. One of InTech's books has received widespread praise across a number of key publications. Desalination, Trends and Technologies (Ed. Schorr, M. 2011) has been reviewed in Corrosion Engineering, Science & Technology – the official magazine for the Institute of Materials, Minerals & Mining, and Taylor & Francis's Desalination Publications. Praised for its “multi-faceted content [which] contributes to enrich it,” and described as “an essential companion...[that] enables the reader to gain a deeper understanding of the desalination industry,” this book is testament to the quality improvements we have been striving towards over the last twelve months.
    Keywords: Chemistry ; thema EDItEUR::P Mathematics and Science::PN Chemistry::PNF Analytical chemistry
    Language: English
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  • 13
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    Advanced Gas Chromatography (2023)
    IntechOpen | IntechOpen
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    Publication Date: 2024-04-05
    Description: Progress in agricultural, biomedical and industrial applications' is a compilation of recent advances and developments in gas chromatography and its applications. The chapters cover various aspects of applications ranging from basic biological, biomedical applications to industrial applications. Book chapters analyze new developments in chromatographic columns, microextraction techniques, derivatisation techniques and pyrolysis techniques. The book also includes several aspects of basic chromatography techniques and is suitable for both young and advanced chromatographers. It includes some new developments in chromatography such as multidimensional chromatography, inverse chromatography and some discussions on two-dimensional chromatography. The topics covered include analysis of volatiles, toxicants, indoor air, petroleum hydrocarbons, organometallic compounds and natural products. The chapters were written by experts from various fields and clearly assisted by simple diagrams and tables. This book is highly recommended for chemists as well as non-chemists working in gas chromatography.
    Keywords: Chemistry ; thema EDItEUR::P Mathematics and Science::PN Chemistry::PNF Analytical chemistry
    Language: English
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  • 14
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    Electrocatalysis and Electrocatalysts for a Cleaner Environment (2023)
    IntechOpen | IntechOpen
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    Publication Date: 2024-04-05
    Description: This book discusses electrocatalysis and electrocatalysts for energy, water electrolysis, water treatment, CO2 conversion, and green chemistry. It reviews various electrocatalysts and their properties and electrochemical performances. The first section of the book covers topics in direct alcohol fuel cells including Pt-based electrocatalysts as non-carbon electrode support materials and the development of electrocatalysts for direct methanol fuel cells. The second section of the book covers various topics in electrocatalysis and electrocatalysts for a cleaner environment, including electrocatalysts for the conversion of CO2 to valuable products and SYNGAS, electrocatalysts for water electrolysis, and much more.
    Keywords: Chemistry ; thema EDItEUR::P Mathematics and Science::PN Chemistry::PNR Physical chemistry::PNRH Electrochemistry and magnetochemistry
    Language: English
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  • 15
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    Surfactants and Detergents (2023)
    IntechOpen | IntechOpen
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    Publication Date: 2024-04-05
    Description: Surfactants are ubiquitous and have applications in diverse areas, including food, cosmetics, detergents, lubricants, enhanced oil recovery (EOR), and targeted drug delivery systems. Their wide diversity of applications owes to their unique structure, namely, a hydrophilic and a hydrophobic group present in the same molecule. Although most surfactants used industrially are synthetic, there is a growing need for natural surfactants, as the latter is obtainable from renewable sources and are less toxic and highly biodegradable in contrast to their synthetic counterparts. This book is a compilation of interesting articles by various experts that cover various applications of both synthetic and natural surfactants.
    Keywords: Chemistry ; thema EDItEUR::P Mathematics and Science::PN Chemistry::PNR Physical chemistry::PNRC Colloid chemistry
    Language: English
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  • 16
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    Advances in Chemical Sensors (2023)
    IntechOpen | IntechOpen
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    Publication Date: 2024-04-05
    Description: The chemical sensor plays an essential role in the fields of environmental conservation and monitoring, disaster and disease prevention, and industrial analysis. A typical chemical sensor is a device that transforms chemical information in a selective and reversible way, ranging from the concentration of a specific sample component to total composition analysis, into an analytically useful signal. Much research work has been performed to achieve a chemical sensor with such excellent qualities as quick response, low cost, small size, superior sensitivity, good reversibility and selectivity, and excellent detection limit. This book introduces the latest advances on chemical sensors. It consists of 15 chapters composed by the researchers active in the field of chemical sensors, and is divided into 5 sections according to the classification following the principles of signal transducer. This collection of up-to-date information and the latest research progress on chemical sensor will provide valuable references and learning materials for all those working in the field of chemical sensors.
    Keywords: Chemistry ; thema EDItEUR::P Mathematics and Science::PN Chemistry::PNF Analytical chemistry
    Language: English
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  • 17
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    Distillation Processes (2023)
    IntechOpen | IntechOpen
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    Publication Date: 2024-04-05
    Description: Distillation is an important separation technique that has been used for many centuries to exploit the volatility differences between components in a mixture. The distillation process has many variations and applications. This book includes two sections on desalination and reactive distillation. It discusses desalination in the processes of solar and membrane distillation, with a focus on the reduction of energy costs to obtain potable water. It also discusses reactive distillation, which can be used in some cases to reduce the power duty in the separation process by using the reaction heat directly in the separation. The book includes cases of mathematical modeling, simulation, and optimization of the distillation process.
    Keywords: Chemistry ; thema EDItEUR::P Mathematics and Science::PN Chemistry::PNF Analytical chemistry
    Language: English
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  • 18
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    Cyclodextrins (2023)
    IntechOpen | IntechOpen
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    Publication Date: 2024-04-05
    Description: Cyclodextrins (CDs) have attracted great interest from the research community as well as industries in an array of sectors because of their unique structural features. This book provides a comprehensive overview of CDs, beginning with their historical background. Chapters address such topics as the structure and physiochemical properties of CDs, advancements in the field, and potential applications of these materials in fields such as drug delivery and sensing. This book reveals new frontiers in the CD world and is a useful resource for organic, analytical, and supramolecular chemists as well as scientists engaged in biological and material sciences.
    Keywords: Chemistry ; thema EDItEUR::P Mathematics and Science::PN Chemistry::PNN Organic chemistry::PNNP Polymer chemistry
    Language: English
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  • 19
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    Sorption (2023)
    IntechOpen | IntechOpen
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    Publication Date: 2024-04-05
    Description: The book presents a comprehensive overview of sorption, which is a multi-parametric separation process. It is extensively used in the removal of various pollutants from the tertiary stage of wastewater treatment, from leachates, etc. It discusses fundamental points of the technique as well as kinetic theories and isotherms. It also examines the synthesis and characterizations of all studied adsorbent materials to find their paths of sorption. Finally, it highlights the importance of having a cost-estimation plan for the synthesis of sorbent materials as well as predictions for their reusability.
    Keywords: Chemistry ; thema EDItEUR::P Mathematics and Science::PN Chemistry::PNR Physical chemistry::PNRX Surface chemistry and adsorption
    Language: English
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  • 20
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    Carotenoids (2023)
    IntechOpen | IntechOpen
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    Publication Date: 2024-04-05
    Description: Carotenoids are natural and versatile secondary metabolites, most of them showing colours that vary from yellow to red. They are widespread among living beings where they are involved in many biological roles reporting beneficial actions. To date, more than 750 carotenoids have been described in nature. Humans cannot synthesize carotenoids de novo, thus they are mainly obtained through diet. In fact, carotenoids are consistently found in tissues or biological fluids where they play a beneficial decreasing the risk of developing some diseases.During the last half-century, significant advances in carotenoids research have been made. This book highlights new perspectives and applications of carotenoids including characterization and isolation of new compounds (including rare carotenoids), their production at a mid-large scale (involving new innovative approaches), and uses of carotenoids in different biotechnological fields like food science, biomedicine, and cosmetics.
    Keywords: Chemistry ; thema EDItEUR::P Mathematics and Science::PN Chemistry::PNN Organic chemistry
    Language: English
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  • 21
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    Infrared Spectroscopy (2023)
    IntechOpen | IntechOpen
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    Publication Date: 2024-04-05
    Description: Infrared Spectroscopy - Perspectives and Applications is a compendium of contributions from experts in the field of infrared (IR) spectroscopy. This assembly of investigations and reviews provides a comprehensive overview of the fundamentals as well as the groundbreaking applications in the field. Chapters discuss IR spectroscopy applications in the food and biomedicine sectors and for measuring transport through polymer membranes, characterizing lignocellulosic biomasses, detecting adulterants, and characterizing enamel surface advancements. This book is an invaluable resource and reference for students, researchers, and other interested readers.
    Keywords: Chemistry ; thema EDItEUR::P Mathematics and Science::PN Chemistry::PNF Analytical chemistry::PNFS Spectrum analysis, spectrochemistry, mass spectrometry
    Language: English
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  • 22
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    Left- or right-handed C-H bond activation (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
    Details
    Publication Date: 2018-02-16
    Keywords: Chemistry
    Print ISSN: 0036-8075
    Electronic ISSN: 1095-9203
    Topics: Biology , Chemistry and Pharmacology , Geosciences , Computer Science , Medicine , Natural Sciences in General , Physics
    Published by American Association for the Advancement of Science (AAAS)
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  • 23
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    Comment on "Selective anaerobic oxidation of methane enables direct synthesis of methanol" (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
    Details
    Publication Date: 2018-02-16
    Description: The comment and response concerning the report of oxidation of methane to methanol by water (Reports, 5 May 2017, p. 523) do not fully capture the implications of thermodynamic limitations. A nonisothermal process in which each cycle requires a large temperature swing and permits only substoichiometric methane conversion surely could not be carried out on any practical scale.
    Keywords: Chemistry
    Print ISSN: 0036-8075
    Electronic ISSN: 1095-9203
    Topics: Biology , Chemistry and Pharmacology , Geosciences , Computer Science , Medicine , Natural Sciences in General , Physics
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  • 24
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    Response to Comment on "Selective anaerobic oxidation of methane enables direct synthesis of methanol" (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
    Details
    Publication Date: 2018-02-16
    Description: Labinger argues that stepwise reaction of methane with water to produce methanol and hydrogen will never be commercially feasible because of its substoichiometric basis with respect to the active site and the requirement of a large temperature swing. This comment is not touching any new ground, beyond describing the thermodynamic feasibility, thermal cycling, and the role of water as discussed previously. Most important, it does not have a solid numerical basis.
    Keywords: Chemistry
    Print ISSN: 0036-8075
    Electronic ISSN: 1095-9203
    Topics: Biology , Chemistry and Pharmacology , Geosciences , Computer Science , Medicine , Natural Sciences in General , Physics
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  • 25
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    Silicon smooths the way to vinyl cations (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
    Details
    Publication Date: 2018-07-27
    Keywords: Chemistry
    Print ISSN: 0036-8075
    Electronic ISSN: 1095-9203
    Topics: Biology , Chemistry and Pharmacology , Geosciences , Computer Science , Medicine , Natural Sciences in General , Physics
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  • 26
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    Teaching an old carbocation new tricks: Intermolecular C-H insertion reactions of vinyl cations (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
    Details
    Publication Date: 2018-07-27
    Description: Vinyl carbocations have been the subject of extensive experimental and theoretical studies over the past five decades. Despite this long history in chemistry, the utility of vinyl cations in chemical synthesis has been limited, with most reactivity studies focusing on solvolysis reactions or intramolecular processes. Here we report synthetic and mechanistic studies of vinyl cations generated through silylium–weakly coordinating anion catalysis. We find that these reactive intermediates undergo mild intermolecular carbon-carbon bond–forming reactions, including carbon-hydrogen (C–H) insertion into unactivated sp 3 C–H bonds and reductive Friedel-Crafts reactions with arenes. Moreover, we conducted computational studies of these alkane C–H functionalization reactions and discovered that they proceed through nonclassical, ambimodal transition structures. This reaction manifold provides a framework for the catalytic functionalization of hydrocarbons using simple ketone derivatives.
    Keywords: Chemistry
    Print ISSN: 0036-8075
    Electronic ISSN: 1095-9203
    Topics: Biology , Chemistry and Pharmacology , Geosciences , Computer Science , Medicine , Natural Sciences in General , Physics
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    Separation of enantiomers by their enantiospecific interaction with achiral magnetic substrates (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
    Details
    Publication Date: 2018-06-22
    Description: It is commonly assumed that recognition and discrimination of chirality, both in nature and in artificial systems, depend solely on spatial effects. However, recent studies have suggested that charge redistribution in chiral molecules manifests an enantiospecific preference in electron spin orientation. We therefore reasoned that the induced spin polarization may affect enantiorecognition through exchange interactions. Here we show experimentally that the interaction of chiral molecules with a perpendicularly magnetized substrate is enantiospecific. Thus, one enantiomer adsorbs preferentially when the magnetic dipole is pointing up, whereas the other adsorbs faster for the opposite alignment of the magnetization. The interaction is not controlled by the magnetic field per se, but rather by the electron spin orientations, and opens prospects for a distinct approach to enantiomeric separations.
    Keywords: Chemistry
    Print ISSN: 0036-8075
    Electronic ISSN: 1095-9203
    Topics: Biology , Chemistry and Pharmacology , Geosciences , Computer Science , Medicine , Natural Sciences in General , Physics
    Published by American Association for the Advancement of Science (AAAS)
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  • 28
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    Inspiration from a vitamin (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
    Details
    Publication Date: 2018-06-29
    Keywords: Chemistry
    Print ISSN: 0036-8075
    Electronic ISSN: 1095-9203
    Topics: Biology , Chemistry and Pharmacology , Geosciences , Computer Science , Medicine , Natural Sciences in General , Physics
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  • 29
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    Observation of the geometric phase effect in the H + HD -〉 H2 + D reaction (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
    Details
    Publication Date: 2018-12-14
    Description: Theory has established the importance of geometric phase (GP) effects in the adiabatic dynamics of molecular systems with a conical intersection connecting the ground- and excited-state potential energy surfaces, but direct observation of their manifestation in chemical reactions remains a major challenge. Here, we report a high-resolution crossed molecular beams study of the H + HD -〉 H 2 + D reaction at a collision energy slightly above the conical intersection. Velocity map ion imaging revealed fast angular oscillations in product quantum state–resolved differential cross sections in the forward scattering direction for H 2 products at specific rovibrational levels. The experimental results agree with adiabatic quantum dynamical calculations only when the GP effect is included.
    Keywords: Chemistry
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    Photocatalytic upgrading of natural gas (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
    Details
    Publication Date: 2018-08-17
    Keywords: Chemistry
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    Topics: Biology , Chemistry and Pharmacology , Geosciences , Computer Science , Medicine , Natural Sciences in General , Physics
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    Radically transforming light hydrocarbons (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-08-17
    Keywords: Chemistry
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    Topics: Biology , Chemistry and Pharmacology , Geosciences , Computer Science , Medicine , Natural Sciences in General , Physics
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  • 32
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    Stereodivergent synthesis of 1,4-dicarbonyls by traceless charge-accelerated sulfonium rearrangement (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-08-17
    Description: The chemistry of the carbonyl group is essential to modern organic synthesis. The preparation of substituted, enantioenriched 1,3- or 1,5-dicarbonyls is well developed, as their disconnection naturally follows from the intrinsic polarity of the carbonyl group. By contrast, a general enantioselective access to quaternary stereocenters in acyclic 1,4-dicarbonyl systems remains an unresolved problem, despite the tremendous importance of 2,3-substituted 1,4-dicarbonyl motifs in natural products and drug scaffolds. Here we present a broad enantioselective and stereodivergent strategy to access acyclic, polysubstituted 1,4-dicarbonyls via acid-catalyzed [3,3]-sulfonium rearrangement starting from vinyl sulfoxides and ynamides. The stereochemistry at sulfur governs the absolute sense of chiral induction, whereas the double bond geometry dictates the relative configuration of the final products.
    Keywords: Chemistry
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    Four varieties of carbonyl sandwich (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-08-17
    Keywords: Chemistry
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  • 34
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    Selective functionalization of methane, ethane, and higher alkanes by cerium photocatalysis (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
    Details
    Publication Date: 2018-08-17
    Description: With the recent soaring production of natural gas, the use of methane and other light hydrocarbon feedstocks as starting materials in synthetic transformations is becoming increasingly economically attractive, although it remains chemically challenging. We report the development of photocatalytic C–H amination, alkylation, and arylation of methane, ethane, and higher alkanes under visible light irradiation at ambient temperature. High catalytic efficiency (turnover numbers up to 2900 for methane and 9700 for ethane) and selectivity were achieved using abundant, inexpensive cerium salts as photocatalysts. Ligand-to-metal charge transfer excitation generated alkoxy radicals from simple alcohols that in turn acted as hydrogen atom transfer catalysts. The mixed-phase gas/liquid reaction was adapted to continuous flow, enabling the efficient use of gaseous feedstocks in scalable photocatalytic transformations.
    Keywords: Chemistry
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    Hot lithium-oxygen batteries charge ahead (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-08-24
    Keywords: Chemistry
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    A preference for acids (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-08-24
    Keywords: Chemistry
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    18 electrons and counting (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-08-31
    Keywords: Chemistry
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    Topics: Biology , Chemistry and Pharmacology , Geosciences , Computer Science , Medicine , Natural Sciences in General , Physics
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    Directional control of a processive molecular hopper (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-08-31
    Description: Intrigued by the potential of nanoscale machines, scientists have long attempted to control molecular motion. We monitored the individual 0.7-nanometer steps of a single molecular hopper as it moved in an electric field along a track in a nanopore controlled by a chemical ratchet. The hopper demonstrated characteristics desired in a moving molecule: defined start and end points, processivity, no chemical fuel requirement, directional motion, and external control. The hopper was readily functionalized to carry cargos. For example, a DNA molecule could be ratcheted along the track in either direction, a prerequisite for nanopore sequencing.
    Keywords: Chemistry
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  • 39
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    Unlocking P(V): Reagents for chiral phosphorothioate synthesis (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-09-21
    Description: Phosphorothioate nucleotides have emerged as powerful pharmacological substitutes of their native phosphodiester analogs with important translational applications in antisense oligonucleotide (ASO) therapeutics and cyclic dinucleotide (CDN) synthesis. Stereocontrolled installation of this chiral motif has long been hampered by the systemic use of phosphorus(III) [P(III)]–based reagent systems as the sole practical means of oligonucleotide assembly. A fundamentally different approach is described herein: the invention of a P(V)-based reagent platform for programmable, traceless, diastereoselective phosphorus-sulfur incorporation. The power of this reagent system is demonstrated through the robust and stereocontrolled synthesis of various nucleotidic architectures, including ASOs and CDNs, via an efficient, inexpensive, and operationally simple protocol.
    Keywords: Chemistry
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  • 40
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    Self-assembly of lattices with high structural complexity from a geometrically simple molecule (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-09-21
    Description: Here we report an anomalous porous molecular crystal built of C–H···N-bonded double-layered roof-floor components and wall components of a segregatively interdigitated architecture. This complicated porous structure consists of only one type of fully aromatic multijoint molecule carrying three identical dipyridylphenyl wedges. Despite its high symmetry, this molecule accomplishes difficult tasks by using two of its three wedges for roof-floor formation and using its other wedge for wall formation. Although a C–H···N bond is extremely labile, the porous crystal maintains its porosity until thermal breakdown of the C–H···N bonds at 202°C occurs, affording a nonporous polymorph. Though this nonporous crystal survives even at 325°C, it can retrieve the parent porosity under acetonitrile vapor. These findings show how one can translate simplicity into ultrahigh complexity.
    Keywords: Chemistry
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    Two ways out of an oxetane (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-09-28
    Keywords: Chemistry
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  • 42
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    Arenes and amides from a single source (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-09-28
    Keywords: Chemistry
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  • 43
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    Interrupted carbonyl-olefin metathesis via oxygen atom transfer (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-09-28
    Description: Some of the simplest and most powerful carbon-carbon bond forming strategies take advantage of readily accessible ubiquitous motifs: carbonyls and olefins. Here we report a fundamentally distinct mode of reactivity between carbonyls and olefins that differs from established acid-catalyzed carbonyl-ene, Prins, and carbonyl-olefin metathesis reaction paths. A range of epsilon, zeta-unsaturated ketones undergo Brønsted acid–catalyzed intramolecular cyclization to provide tetrahydrofluorene products via the formation of two new carbon-carbon bonds. Theoretical calculations and accompanying mechanistic studies suggest that this carbocyclization reaction proceeds through the intermediacy of a transient oxetane formed by oxygen atom transfer. The complex polycyclic frameworks in this product class appear as common substructures in organic materials, bioactive natural products, and recently developed pharmaceuticals.
    Keywords: Chemistry
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    Arylsulfonylacetamides as bifunctional reagents for alkene aminoarylation (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-09-28
    Description: Alkene aminoarylation with a single, bifunctional reagent is a concise synthetic strategy. We report a catalytic protocol for the addition of arylsulfonylacetamides across electron-rich alkenes with complete anti-Markovnikov regioselectivity and excellent diastereoselectivity to provide 2,2-diarylethylamines. In this process, single-electron alkene oxidation enables carbon-nitrogen bond formation to provide a key benzylic radical poised for a Smiles-Truce 1,5-aryl shift. This reaction is redox-neutral, exhibits broad functional group compatibility, and occurs at room temperature with loss of sulfur dioxide. As this process is driven by visible light, uses readily available starting materials, and demonstrates convergent synthesis, it is well suited for use in a variety of synthetic endeavors.
    Keywords: Chemistry
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    Activating plasmonic chemistry (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-10-05
    Keywords: Chemistry
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    Hot carriers reducing thermal barriers (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-10-05
    Keywords: Chemistry
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  • 47
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    Quantifying hot carrier and thermal contributions in plasmonic photocatalysis (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-10-05
    Description: Photocatalysis based on optically active, "plasmonic" metal nanoparticles has emerged as a promising approach to facilitate light-driven chemical conversions under far milder conditions than thermal catalysis. However, an understanding of the relation between thermal and electronic excitations has been lacking. We report the substantial light-induced reduction of the thermal activation barrier for ammonia decomposition on a plasmonic photocatalyst. We introduce the concept of a light-dependent activation barrier to account for the effect of light illumination on electronic and thermal excitations in a single unified picture. This framework provides insight into the specific role of hot carriers in plasmon-mediated photochemistry, which is critically important for designing energy-efficient plasmonic photocatalysts.
    Keywords: Chemistry
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    An acid inaccessible to aldol products (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-10-12
    Keywords: Chemistry
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  • 49
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    Iodine smooths the way to ketyl radicals (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-10-12
    Keywords: Chemistry
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  • 50
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    Ketyl radical reactivity via atom transfer catalysis (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-10-12
    Description: Single-electron reduction of a carbonyl to a ketyl enables access to a polarity-reversed platform of reactivity for this cornerstone functional group. However, the synthetic utility of the ketyl radical is hindered by the strong reductants necessary for its generation, which also limit its reactivity to net reductive mechanisms. We report a strategy for net redox-neutral generation and reaction of ketyl radicals. The in situ conversion of aldehydes to α-acetoxy iodides lowers their reduction potential by more than 1 volt, allowing for milder access to the corresponding ketyl radicals and an oxidative termination event. Upon subjecting these iodides to a dimanganese decacarbonyl precatalyst and visible light irradiation, an atom transfer radical addition (ATRA) mechanism affords a broad scope of vinyl iodide products with high Z -selectivity.
    Keywords: Chemistry
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  • 51
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    Confined acids catalyze asymmetric single aldolizations of acetaldehyde enolates (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-10-12
    Description: Reactions that form a product with the same reactive functionality as that of one of the starting compounds frequently end in oligomerization. As a salient example, selective aldol coupling of the smallest, though arguably most useful, enolizable aldehyde, acetaldehyde, with just one partner substrate has proven to be extremely challenging. Here, we report a highly enantioselective Mukaiyama aldol reaction with the simple triethylsilyl (TES) and tert -butyldimethylsilyl (TBS) enolates of acetaldehyde and various aliphatic and aromatic acceptor aldehydes. The reaction is catalyzed by recently developed, strongly acidic imidodiphosphorimidates (IDPi), which, like enzymes, display a confined active site but, like small-molecule catalysts, have a broad substrate scope. The process is scalable, fast, efficient (0.5 to 1.5 mole % catalyst loading), and greatly simplifies access to highly valuable silylated acetaldehyde aldols.
    Keywords: Chemistry
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    Breaking through the nitrogen ceiling (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-12-21
    Keywords: Chemistry
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    Magnetic hysteresis up to 80 kelvin in a dysprosium metallocene single-molecule magnet (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-12-21
    Description: Single-molecule magnets (SMMs) containing only one metal center may represent the lower size limit for molecule-based magnetic information storage materials. Their current drawback is that all SMMs require liquid-helium cooling to show magnetic memory effects. We now report a chemical strategy to access the dysprosium metallocene cation [(Cp i Pr5 )Dy(Cp*)] + (Cp i Pr5 , penta-iso-propylcyclopentadienyl; Cp *, pentamethylcyclopentadienyl), which displays magnetic hysteresis above liquid-nitrogen temperatures. An effective energy barrier to reversal of the magnetization of U eff = 1541 wave number is also measured. The magnetic blocking temperature of T B = 80 kelvin for this cation overcomes an essential barrier toward the development of nanomagnet devices that function at practical temperatures.
    Keywords: Chemistry
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    Carbon nanotubes help nickel work in water (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-10-19
    Keywords: Chemistry
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  • 55
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    Chiral Lewis acids integrated with single-walled carbon nanotubes for asymmetric catalysis in water (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-10-19
    Description: The development of highly reactive and stereoselective catalytic systems is required not only to improve existing synthetic methods but also to invent distinct chemical reactions. Herein, a homogenized combination of nickel-based Lewis acid–surfactant-combined catalysts and single-walled carbon nanotubes is shown to exhibit substantial activity in water. In addition to the enhanced reactivity, stereoselective performance and long-term stability were demonstrated in asymmetric conjugate addition reactions of aldoximes to furnish chiral nitrones in high yields with excellent selectivities. The practical and straightforward application of the designed catalysts in water provides an expedient, environmentally benign, and highly efficient pathway to access optically active compounds.
    Keywords: Chemistry
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    Steps to smaller rings (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-11-02
    Keywords: Chemistry
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    Pinpointing the role of geometric phase (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-12-14
    Keywords: Chemistry
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    Salt and iron ease the way to amines (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-10-26
    Keywords: Chemistry
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    Catalytic palladium-oxyallyl cycloaddition (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-11-02
    Description: Exploration of intermediates that enable chemoselective cycloaddition reactions and expeditious construction of fused- or bridged-ring systems is a continuous challenge for organic synthesis. As an intermediate of interest, the oxyallyl cation has been harnessed to synthesize architectures containing seven-membered rings via (4+3) cycloaddition. However, its potential to access five-membered skeletons is underdeveloped, largely due to the thermally forbidden (3+2) pathway. Here, the combination of a tailored precursor and a Pd(0) catalyst generates a Pd-oxyallyl intermediate that cyclizes with conjugated dienes to produce a diverse array of tetrahydrofuran skeletons. The cycloaddition overrides conventional (4+3) selectivity by proceeding through a stepwise pathway involving a Pd-allyl transfer and ring closure sequence. Subsequent treatment of the (3+2) adducts with a palladium catalyst converts the heterocycles to the carbocyclic cyclopentanones.
    Keywords: Chemistry
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    Heterocycles meet and marry on phosphorus (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-11-16
    Keywords: Chemistry
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    A rapid screen for complex reactants (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-08-10
    Keywords: Chemistry
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    Mapping the dark space of chemical reactions with extended nanomole synthesis and MALDI-TOF MS (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
    Details
    Publication Date: 2018-08-10
    Description: Understanding the practical limitations of chemical reactions is critically important for efficiently planning the synthesis of compounds in pharmaceutical, agrochemical, and specialty chemical research and development. However, literature reports of the scope of new reactions are often cursory and biased toward successful results, severely limiting the ability to predict reaction outcomes for untested substrates. We herein illustrate strategies for carrying out large-scale surveys of chemical reactivity by using a material-sparing nanomole-scale automated synthesis platform with greatly expanded synthetic scope combined with ultrahigh-throughput matrix-assisted laser desorption/ionization–time-of-flight mass spectrometry (MALDI-TOF MS).
    Keywords: Chemistry
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  • 63
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    High-affinity adsorption leads to molecularly ordered interfaces on TiO2 in air and solution (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-08-24
    Description: Researchers around the world have observed the formation of molecularly ordered structures of unknown origin on the surface of titanium dioxide (TiO 2 ) photocatalysts exposed to air and solution. Using a combination of atomic-scale microscopy and spectroscopy, we show that TiO 2 selectively adsorbs atmospheric carboxylic acids that are typically present in parts-per-billion concentrations while effectively repelling other adsorbates, such as alcohols, that are present in much higher concentrations. The high affinity of the surface for carboxylic acids is attributed to their bidentate binding. These self-assembled monolayers have the unusual property of being both hydrophobic and highly water-soluble, which may contribute to the self-cleaning properties of TiO 2 . This finding is relevant to TiO 2 photocatalysis, because the self-assembled carboxylate monolayers block the undercoordinated surface cation sites typically implicated in photocatalysis.
    Keywords: Chemistry
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    Tiny cargos ferried along a track (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
    Details
    Publication Date: 2018-08-31
    Keywords: Chemistry
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    Topics: Biology , Chemistry and Pharmacology , Geosciences , Computer Science , Medicine , Natural Sciences in General , Physics
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  • 65
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    Carbonyls in the s block (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-08-31
    Keywords: Chemistry
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    Topics: Biology , Chemistry and Pharmacology , Geosciences , Computer Science , Medicine , Natural Sciences in General , Physics
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  • 66
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    Observation of alkaline earth complexes M(CO)8 (M = Ca, Sr, or Ba) that mimic transition metals (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-08-31
    Description: The alkaline earth metals calcium (Ca), strontium (Sr), and barium (Ba) typically engage in chemical bonding as classical main-group elements through their n s and n p valence orbitals, where n is the principal quantum number. Here we report the isolation and spectroscopic characterization of eight-coordinate carbonyl complexes M(CO) 8 (where M = Ca, Sr, or Ba) in a low-temperature neon matrix. Analysis of the electronic structure of these cubic O h -symmetric complexes reveals that the metal–carbon monoxide (CO) bonds arise mainly from [M(d )] -〉 (CO) 8 backdonation, which explains the strong observed red shift of the C-O stretching frequencies. The corresponding radical cation complexes were also prepared in gas phase and characterized by mass-selected infrared photodissociation spectroscopy, confirming adherence to the 18-electron rule more conventionally associated with transition metal chemistry.
    Keywords: Chemistry
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  • 67
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    A radical approach to soot formation (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-09-07
    Keywords: Chemistry
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  • 68
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    Resonance-stabilized hydrocarbon-radical chain reactions may explain soot inception and growth (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-09-07
    Description: Mystery surrounds the transition from gas-phase hydrocarbon precursors to terrestrial soot and interstellar dust, which are carbonaceous particles formed under similar conditions. Although polycyclic aromatic hydrocarbons (PAHs) are known precursors to high-temperature carbonaceous-particle formation, the molecular pathways that initiate particle formation are unknown. We present experimental and theoretical evidence for rapid molecular clustering–reaction pathways involving radicals with extended conjugation. These radicals react with other hydrocarbon species to form covalently bound complexes that promote further growth and clustering by regenerating resonance-stabilized radicals through low-barrier hydrogen-abstraction and hydrogen-ejection reactions. Such radical–chain reaction pathways may lead to covalently bound clusters of PAHs and other hydrocarbons that would otherwise be too small to condense at high temperatures, thus providing the key mechanistic steps for rapid particle formation and surface growth by hydrocarbon chemisorption.
    Keywords: Chemistry
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  • 69
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    Enantioselective four-component Ugi reactions (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-09-14
    Keywords: Chemistry
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  • 70
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    Plastics recycling with a difference (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-04-27
    Keywords: Chemistry
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  • 71
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    Light and acid steer a radical addition (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-04-27
    Keywords: Chemistry
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  • 72
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    Catalytic enantioselective Minisci-type addition to heteroarenes (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-04-27
    Description: Basic heteroarenes are a ubiquitous feature of pharmaceuticals and bioactive molecules, and Minisci-type additions of radical nucleophiles are a leading method for their elaboration. Despite many Minisci-type protocols that result in the formation of stereocenters, exerting control over the absolute stereochemistry at these centers remains an unmet challenge. We report a process for addition of prochiral radicals, generated from amino acid derivatives, to pyridines and quinolines. Our method offers excellent control of both enantioselectivity and regioselectivity. An enantiopure chiral Brønsted acid catalyst serves both to activate the substrate and induce asymmetry, while an iridium photocatalyst mediates the required electron transfer processes. We anticipate that this method will expedite access to enantioenriched small-molecule building blocks bearing versatile basic heterocycles.
    Keywords: Chemistry
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    Reduction can make cobalt act precious (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-05-25
    Keywords: Chemistry
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  • 74
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    Transforming nitrogen without carbon (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-05-25
    Keywords: Chemistry
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  • 75
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    Efficient access to unprotected primary amines by iron-catalyzed aminochlorination of alkenes (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-10-26
    Description: Primary amines are essential constituents of biologically active molecules and versatile intermediates in the synthesis of drugs and agrochemicals. However, their preparation from easily accessible alkenes remains challenging. Here, we report a general strategy to access primary amines from alkenes through an operationally simple iron-catalyzed aminochlorination reaction. A stable hydroxylamine derivative and benign sodium chloride act as the respective nitrogen and chlorine sources. The reaction proceeds at room temperature under air; tolerates a large scope of aliphatic and conjugated alkenes, including densely functionalized substrates; and provides excellent anti-Markovnikov regioselectivity with respect to the amino group. The reactivity of the 2-chloroalkylamine products, an understudied class of amphoteric molecules, enables facile access to linear or branched aliphatic amines, aziridines, aminonitriles, azido amines, and homoallylic amines.
    Keywords: Chemistry
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    The staying power of electron-poor ligands (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-11-09
    Keywords: Chemistry
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  • 77
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    Enantiodivergent Pd-catalyzed C-C bond formation enabled through ligand parameterization (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-11-09
    Description: Despite the enormous potential for the use of stereospecific cross-coupling reactions to rationally manipulate the three-dimensional structure of organic molecules, the factors that control the transfer of stereochemistry in these reactions remain poorly understood. Here we report a mechanistic and synthetic investigation into the use of enantioenriched alkylboron nucleophiles in stereospecific Pd-catalyzed Suzuki cross-coupling reactions. By developing a suite of molecular descriptors of phosphine ligands, we could apply predictive statistical models to select or design distinct ligands that respectively promoted stereoinvertive and stereoretentive cross-coupling reactions. Stereodefined branched structures were thereby accessed through the predictable manipulation of absolute stereochemistry, and a general model for the mechanism of alkylboron transmetallation was proposed.
    Keywords: Chemistry
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  • 78
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    Heterobiaryl synthesis by contractive C-C coupling via P(V) intermediates (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-11-16
    Description: Heterobiaryls composed of pyridine and diazine rings are key components of pharmaceuticals and are often central to pharmacological function. We present an alternative approach to metal-catalyzed cross-coupling to make heterobiaryls using contractive phosphorus C–C couplings, also termed phosphorus ligand coupling reactions. The process starts by regioselective phosphorus substitution of the C–H bonds para to nitrogen in two successive heterocycles; ligand coupling is then triggered via acidic alcohol solutions to form the heterobiaryl bond. Mechanistic studies imply that ligand coupling is an asynchronous process involving migration of one heterocycle to the ipso position of the other around a central pentacoordinate P(V) atom. The strategy can be applied to complex drug-like molecules containing multiple reactive sites and polar functional groups, and also enables convergent coupling of drug fragments and late-stage heteroarylation of pharmaceuticals.
    Keywords: Chemistry
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    The dynamic art of growing COF crystals (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-07-06
    Keywords: Chemistry
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  • 80
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    Imaging CF3I conical intersection and photodissociation dynamics with ultrafast electron diffraction (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-07-06
    Description: Conical intersections play a critical role in excited-state dynamics of polyatomic molecules because they govern the reaction pathways of many nonadiabatic processes. However, ultrafast probes have lacked sufficient spatial resolution to image wave-packet trajectories through these intersections directly. Here, we present the simultaneous experimental characterization of one-photon and two-photon excitation channels in isolated CF 3 I molecules using ultrafast gas-phase electron diffraction. In the two-photon channel, we have mapped out the real-space trajectories of a coherent nuclear wave packet, which bifurcates onto two potential energy surfaces when passing through a conical intersection. In the one-photon channel, we have resolved excitation of both the umbrella and the breathing vibrational modes in the CF 3 fragment in multiple nuclear dimensions. These findings benchmark and validate ab initio nonadiabatic dynamics calculations.
    Keywords: Chemistry
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    Femtosecond structural photobiology (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-07-13
    Keywords: Chemistry
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  • 82
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    Feel the dielectric force (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-06-22
    Keywords: Chemistry
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  • 83
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    A guide for catalyst choice in the forest (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-04-13
    Keywords: Chemistry
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  • 84
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    Direct plasmon chemistry (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-05-04
    Keywords: Chemistry
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    H-bond to deliver fluoride (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-05-11
    Keywords: Chemistry
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  • 86
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    Asymmetric nucleophilic fluorination under hydrogen bonding phase-transfer catalysis (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-05-11
    Description: Common anionic nucleophiles such as those derived from inorganic salts have not been used for enantioselective catalysis because of their insolubility. Here, we report that merging hydrogen bonding and phase-transfer catalysis provides an effective mode of activation for nucleophiles that are insoluble in organic solvents. This catalytic manifold relies on hydrogen bonding complexation to render nucleophiles soluble and reactive, while simultaneously inducing asymmetry in the ensuing transformation. We demonstrate the concept using a chiral bis-urea catalyst to form a tridentate hydrogen bonding complex with fluoride from its cesium salt, thereby enabling highly efficient enantioselective ring opening of episulfonium ion. This fluorination method is synthetically valuable considering the scarcity of alternative protocols and points the way to wider application of the catalytic approach with diverse anionic nucleophiles.
    Keywords: Chemistry
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  • 87
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    CO2 electroreduction to ethylene via hydroxide-mediated copper catalysis at an abrupt interface (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-05-18
    Description: Carbon dioxide (CO 2 ) electroreduction could provide a useful source of ethylene, but low conversion efficiency, low production rates, and low catalyst stability limit current systems. Here we report that a copper electrocatalyst at an abrupt reaction interface in an alkaline electrolyte reduces CO 2 to ethylene with 70% faradaic efficiency at a potential of –0.55 volts versus a reversible hydrogen electrode (RHE). Hydroxide ions on or near the copper surface lower the CO 2 reduction and carbon monoxide (CO)–CO coupling activation energy barriers; as a result, onset of ethylene evolution at –0.165 volts versus an RHE in 10 molar potassium hydroxide occurs almost simultaneously with CO production. Operational stability was enhanced via the introduction of a polymer-based gas diffusion layer that sandwiches the reaction interface between separate hydrophobic and conductive supports, providing constant ethylene selectivity for an initial 150 operating hours.
    Keywords: Chemistry
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  • 88
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    Cold chemistry with two atoms (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-05-25
    Keywords: Chemistry
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  • 89
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    Phosphoric acid as a precursor to chemicals traditionally synthesized from white phosphorus (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-03-23
    Description: White phosphorus, generated in the legacy thermal process for phosphate rock upgrading, has long been the key industrial intermediate for the synthesis of phosphorus-containing chemicals, including herbicides, flame-retardants, catalyst ligands, battery electrolytes, pharmaceuticals, and detergents. In contrast, phosphate fertilizers are made on a much larger scale from phosphoric acid, obtained by treating phosphate rock with sulfuric acid. Dehydration of phosphoric acid using sodium chloride gives trimetaphosphate, and here we report that trichlorosilane, primarily used for the production of high-purity silicon, reduces trimetaphosphate to the previously unknown bis(trichlorosilyl)phosphide anion. This anion offers an entry point to value-added organophosphorus chemicals such as primary and secondary alkyl phosphines, and thus to organophosphinates, and can also be used to prepare phosphine gas and the hexafluorophosphate anion, all previously available only downstream from white phosphorus.
    Keywords: Chemistry
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  • 90
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    A sulfur matchmaker for fluorous coupling (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-04-06
    Keywords: Chemistry
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  • 91
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    Modular radical cross-coupling with sulfones enables access to sp3-rich (fluoro)alkylated scaffolds (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-04-06
    Description: Cross-coupling chemistry is widely applied to carbon-carbon bond formation in the synthesis of medicines, agrochemicals, and other functional materials. Recently, single-electron–induced variants of this reaction class have proven particularly useful in the formation of C(sp 2 )–C(sp 3 ) linkages, although certain compound classes have remained a challenge. Here, we report the use of sulfones to activate the alkyl coupling partner in nickel-catalyzed radical cross-coupling with aryl zinc reagents. This method’s tolerance of fluoroalkyl substituents proved particularly advantageous for the streamlined preparation of pharmaceutically oriented fluorinated scaffolds that previously required multiple steps, toxic reagents, and nonmodular retrosynthetic blueprints. Five specific sulfone reagents facilitate the rapid assembly of a vast set of compounds, many of which contain challenging fluorination patterns.
    Keywords: Chemistry
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  • 92
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    Real-space and real-time observation of a plasmon-induced chemical reaction of a single molecule (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
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    Publication Date: 2018-05-04
    Description: Plasmon-induced chemical reactions of molecules adsorbed on metal nanostructures are attracting increased attention for photocatalytic reactions. However, the mechanism remains controversial because of the difficulty of direct observation of the chemical reactions in the plasmonic field, which is strongly localized near the metal surface. We used a scanning tunneling microscope (STM) to achieve real-space and real-time observation of a plasmon-induced chemical reaction at the single-molecule level. A single dimethyl disulfide molecule on silver and copper surfaces was dissociated by the optically excited plasmon at the STM junction. The STM study combined with theoretical calculations shows that this plasmon-induced chemical reaction occurred by a direct intramolecular excitation mechanism.
    Keywords: Chemistry
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  • 93
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    Cobalt-catalyzed asymmetric hydrogenation of enamides enabled by single-electron reduction (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
    Details
    Publication Date: 2018-05-25
    Description: Identifying catalyst activation modes that exploit one-electron chemistry and overcome associated deactivation pathways will be transformative for developing first-row transition metal catalysts with performance equal or, ideally, superior to precious metals. Here we describe a zinc-activation method compatible with high-throughput reaction discovery that identified scores of cobalt-phosphine combinations for the asymmetric hydrogenation of functionalized alkenes. An optimized catalyst prepared from ( R , R )-Ph-BPE {Ph-BPE, 1,2-bis[(2 R ,5 R )-2,5-diphenylphospholano]ethane} and cobalt chloride [CoCl 2 ·6H 2 O] exhibited high activity and enantioselectivity in protic media and enabled the asymmetric synthesis of the epilepsy medication levetiracetam at 200-gram scale with 0.08 mole % catalyst loading. Stoichiometric studies established that the cobalt (II) catalyst precursor ( R , R )-Ph-BPECoCl 2 underwent ligand displacement by methanol, and zinc promoted facile one-electron reduction to cobalt (I), which more stably bound the phosphine.
    Keywords: Chemistry
    Print ISSN: 0036-8075
    Electronic ISSN: 1095-9203
    Topics: Biology , Chemistry and Pharmacology , Geosciences , Computer Science , Medicine , Natural Sciences in General , Physics
    Published by American Association for the Advancement of Science (AAAS)
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  • 94
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    A radical approach to the copper oxidative addition problem: Trifluoromethylation of bromoarenes (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
    Details
    Publication Date: 2018-06-01
    Description: Transition metal–catalyzed arene functionalization has been widely used for molecular synthesis over the past century. In this arena, copper catalysis has long been considered a privileged platform due to the propensity of high-valent copper to undergo reductive elimination with a wide variety of coupling fragments. However, the sluggish nature of oxidative addition has limited copper’s capacity to broadly facilitate haloarene coupling protocols. Here, we demonstrate that this copper oxidative addition problem can be overcome with an aryl radical–capture mechanism, wherein the aryl radical is generated through a silyl radical halogen abstraction. This strategy was applied to a general trifluoromethylation of aryl bromides through dual copper-photoredox catalysis. Mechanistic studies support the formation of an open-shell aryl species.
    Keywords: Chemistry
    Print ISSN: 0036-8075
    Electronic ISSN: 1095-9203
    Topics: Biology , Chemistry and Pharmacology , Geosciences , Computer Science , Medicine , Natural Sciences in General , Physics
    Published by American Association for the Advancement of Science (AAAS)
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  • 95
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    A very basic pathway from CO2 to ethylene (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
    Details
    Publication Date: 2018-05-18
    Keywords: Chemistry
    Print ISSN: 0036-8075
    Electronic ISSN: 1095-9203
    Topics: Biology , Chemistry and Pharmacology , Geosciences , Computer Science , Medicine , Natural Sciences in General , Physics
    Published by American Association for the Advancement of Science (AAAS)
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  • 96
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    Unknown
    Arenes get a light boost onto copper (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
    Details
    Publication Date: 2018-06-01
    Keywords: Chemistry
    Print ISSN: 0036-8075
    Electronic ISSN: 1095-9203
    Topics: Biology , Chemistry and Pharmacology , Geosciences , Computer Science , Medicine , Natural Sciences in General , Physics
    Published by American Association for the Advancement of Science (AAAS)
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  • 97
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    Unknown
    From rock-stable to reactive phosphorus (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
    Details
    Publication Date: 2018-03-23
    Keywords: Chemistry
    Print ISSN: 0036-8075
    Electronic ISSN: 1095-9203
    Topics: Biology , Chemistry and Pharmacology , Geosciences , Computer Science , Medicine , Natural Sciences in General , Physics
    Published by American Association for the Advancement of Science (AAAS)
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  • 98
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    Silicon clears a wet path to phosphines (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
    Details
    Publication Date: 2018-03-23
    Keywords: Chemistry
    Print ISSN: 0036-8075
    Electronic ISSN: 1095-9203
    Topics: Biology , Chemistry and Pharmacology , Geosciences , Computer Science , Medicine , Natural Sciences in General , Physics
    Published by American Association for the Advancement of Science (AAAS)
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  • 99
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    Attacking olefins with chiral acids (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
    Details
    Publication Date: 2018-03-30
    Keywords: Chemistry
    Print ISSN: 0036-8075
    Electronic ISSN: 1095-9203
    Topics: Biology , Chemistry and Pharmacology , Geosciences , Computer Science , Medicine , Natural Sciences in General , Physics
    Published by American Association for the Advancement of Science (AAAS)
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  • 100
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    Activation of olefins via asymmetric Bronsted acid catalysis (2018)
    American Association for the Advancement of Science (AAAS)
    In: Science
    Details
    Publication Date: 2018-03-30
    Description: The activation of olefins for asymmetric chemical synthesis traditionally relies on transition metal catalysts. In contrast, biological enzymes with Brønsted acidic sites of appropriate strength can protonate olefins and thereby generate carbocations that ultimately react to form natural products. Although chemists have recently designed chiral Brønsted acid catalysts to activate imines and carbonyl compounds, mimicking these enzymes to protonate simple olefins that then engage in asymmetric catalytic reactions has remained a substantial synthetic challenge. Here, we show that a class of confined and strong chiral Brønsted acids enables the catalytic asymmetric intramolecular hydroalkoxylation of unbiased olefins. The methodology gives rapid access to biologically active 1,1-disubstituted tetrahydrofurans, including (–)-Boivinianin A.
    Keywords: Chemistry
    Print ISSN: 0036-8075
    Electronic ISSN: 1095-9203
    Topics: Biology , Chemistry and Pharmacology , Geosciences , Computer Science , Medicine , Natural Sciences in General , Physics
    Published by American Association for the Advancement of Science (AAAS)
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