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  • Chemistry  (408,511)
  • Inorganic Chemistry  (83,670)
  • Animals  (27,844)
  • LUNAR AND PLANETARY EXPLORATION  (14,409)
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  • 1
    Publication Date: 2019-05-06
    Description: This study aimed to evaluate the nutritional value (proximate composition, fatty acid profiles, vitamins and minerals) contents and also nutritional quality indices (NQI)) of grass carp (Ctenopharyngodon idella) prepared according to common consumer techniques: raw, poached, steamed, microwaved, pan-fried and deep-fried (in olive oil). In comparison to raw fish fillets, when grass carp was cooked there was an increase in protein, lipid and ash contents. Cooking methods had no significant effect on total n-3 fatty acids except for frying fillets. Lowest and highest content of n-3 was shown in deep-fried and pan-fried samples, respectively. Total n-6 fatty acid of cooked samples increased in comparison to raw samples. Na, K, Mg, P and Zn contents of boiled fish fillets significantly decreased. None of cooking methods had a significant effect a vitamin D. However, vitamin A, B_1 and B_3 contents of cooked fish significantly decreased.
    Keywords: Aquaculture ; Biology ; Chemistry
    Repository Name: Aquatic Commons
    Type: Article , PeerReviewed
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  • 2
    Publication Date: 2019-05-06
    Description: Skin cancer has been reported as a contemporary malignant cancer. Here, anti-cancer effects of sea cucumber extract (SCE) from Holothuria arenicola have been examined on melanoma cells and compared with imidazole carboxamide (Dacarbazine) as a chemotherapy medication against melanoma and Hodgkin's lymphoma. MTT assay and morphological analysis were performed to evaluate cytotoxic effects of H. arenicola extract. Also, several methods were exerted to detect cell dying by SCE and imidazole carboxamide. The MTT assay showed that B16F10 cells proliferation was blocked by SCE (IC_50=31µg ml ^-1) and imidazole carboxamide (IC_50=1600 µg ml ^-1) in a dose and time dependent manner. Apoptosis induction yield treatment occurred at IC50 concentration of SCE and imidazole carboxamide using DAPI staining, Acridine orange/Propodium iodide, PI flow cytometry and annexin/PI assay. The caspase colorimetric kit indicated that SCE and imidazole carboxamide could induce apoptosis through an intrinsic pathway. Collectively, our findings suggested that the methanolic SCE has more efficient cytotoxicity efficiency compared to imidazole carboxamide. Therefore, SCE may be considered as a futuristic marine natural product regarding prevention or treatment of melanoma malignancy.
    Keywords: Biology ; Chemistry
    Repository Name: Aquatic Commons
    Type: Article , PeerReviewed
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  • 3
    Publication Date: 2019-05-06
    Description: The present study was conducted to examine different dietary levels of iron (FeSO4) on some haematological parameters of ship sturgeon, Acipenser nudiventris including red blood cells (RBC), white blood cells (WBCs), differential WBCs, hematocrit (Hct), Hemoglobin (Hb), the mean corpuscular hemoglobin (MCH) and the mean corpuscular hemoglobin concentration (MCHC), the mean corpuscular volume (MCV), immunoglobulin (IgM), ferritin, transferrin and plasma Fe^2+. Four experimental treatments and one control group with three replicates were considered for the experiment. The experimental treatments were fish fed experimental diets containing different levels of FeSO_4 i.e. 100, 200, 250, and 300 mg kg. diet^-1. After 60 days, there were significant differences between experimental groups in terms of WBCs, lymphocytes, neutrophils, monocytes, eosinophils, MCH and MCHC, MCV, total plasma protein, IgM, ferritin, transferrin and plasma Fe^2+ (p〈0.05). In the treatment fed 100 mg. iron kg. diet^-1, more levels of IgM and total plasma protein were observed compared to other experimental groups (p〈0.05). The highest values of neutrophils, monocytes and MCHC were found in control fish whereas MCV, MCH and eosinophils values were higher in the treatment fed 200 mg. iron kg. diet^-1 (p〈0.05). Also, more WBCs were observed in 250 mg. iron kg. diet^-1 treatment than in other groups (p〈0.05). The values of lymphocytes, RBC, Hct, Hb, ferritin, transferrin and plasma Fe^2+ were higher in fish fed 300 mg. iron kg. diet^-1 compared to other experimental groups (p〈0.05). In conclusion, our results showed that the supplementation of ship sturgeon diets with high levels of iron enhances the RBC, Hct, Hb, ferritin, transferrin and plasma iron.
    Keywords: Aquaculture ; Biology ; Chemistry
    Repository Name: Aquatic Commons
    Type: Article , PeerReviewed
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  • 4
    Publication Date: 2019-05-06
    Description: The effects of chitosan (2%) coating combined with green tea extract (GTE) (1%) on the quality of tiger-tooth croaker (Otolithes ruber) fillets including chemical, microbiological, texture, color and sensory properties during 16 days of refrigerated storage was investigated. The color changes were significantly retared, and the texture parameteres and sensory scores were significantly improved in tiger- tooth croaker coated by chitosan, GTE and chitosan combined with GTE, compared with the control. The coincidental lowered rate of increase total volatile base (TVB) content, thiobarbitoric acid (TBA), peroxide value (POV) and free fatty acids (FFA) were obtained in tiger-tooth croaker coated chitosan+GTE. Chitosan in combination with GTE had higher inhibition on microbial growth and yielded the tigertooth croaker with higher likeness, compared with the other treatments. Therefore, fish coated with chitosan+GTE had the lowest losses in quality during refrigerated storage.
    Keywords: Biology ; Chemistry ; Fisheries
    Repository Name: Aquatic Commons
    Type: Article , PeerReviewed
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  • 5
    Publication Date: 2019-05-06
    Description: Hand cream is used for rehydrating and improving skin properties. The skin is the first point of contact with the environment. Thus having healthy skin with proper barrier properties is quite important. The beneficial effects of fish oil on skin make it a favorable ingredient to be used in hand care products. In the present study, the efficacy and stability of various hand cream formulations using 0, 1.0, 2.5 and 5.0% of fish oil were investigated and compared. The appearance, odor, texture, and pH of formulations containing 1 and 2.5% of fish oil remained stable in very good qualities during the storage, whereas the related values to the appearance and texture of formulation containing 5.0% of fish oil at the end of 6 months of storage at 45°C were significantly (p〈0.05) lower than other formulations and previous evaluations of this formulation. Weight loss was not observed in all formulations under study.
    Keywords: Biology ; Chemistry ; Fisheries
    Repository Name: Aquatic Commons
    Type: Article , PeerReviewed
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  • 6
    Publication Date: 2019-05-06
    Description: Research on eliminating organic pollutants in water by using heterogeneous photocatalysts such as nano-TiO_2 abound. However, the question is whether metabolites, resulting from optical dispersion of environmental pollutants, are still toxic to aquatic organisms. Therefore, this study was designed to evaluate the effect of a co-exposure to paraquat and TiO_2-NPs on blood biochemical indices of common carp. Fish were exposed to 0.2 and 0.4 mg L^-1 paraquat with 0.125 mg L^-1 TiO_2-NPs for 21 days under different light conditions, including natural photoperiod (16 L 8h^-1 D) and complete darkness. No significant alterations in the Aspartate aminotransferase (AST), Alanine aminotransferase (ALT), Lactate dehydrogenase (LDH), Alkaline phosphatase (ALP) and Creatine phosphokinase (CPK), activities and total protein, albumin, globulin, glucose, cholesterol and triglyceride levels were observed in fish exposed to TiO_2-NPs and 0.2 mg L^-1 paraquat under normal lighting conditions. However, a significant change in blood biochemical indices in fish exposed to TiO2-NPs with 0.4 mg L^-1 paraquat (16 L 8h^-1 D) and in fish exposed to TiO_2-NPs and paraquat (under darkness). A significant decrease in the activity of Gamma-glutamyltransferase (GGT) and a significant increase in creatinine level were observed in all groups which were exposed to TiO_2-NPs and paraquat. The results of this study indicate that using 0.125 mg L^-1 nano-TiO2 in order to remove paraquat (0.2 mg L^-1) under lighting conditions can minimize the adverse effects of paraquat and its metabolites on blood biochemical indices of fish. So, using nano-TiO_2 (0.125 mg L^-1) to remove paraquat under lighting conditions can significantly reduce its toxic effects.
    Keywords: Biology ; Chemistry ; Environment ; Pollution
    Repository Name: Aquatic Commons
    Type: Article , PeerReviewed
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  • 7
    Publication Date: 2019-05-06
    Description: To investigate the effects of carvacrol supplementation in rainbow trout induced by lipopolysaccharide (LPS), relative gene expressions levels of some pro-inflammatory cytokines and apoptosis markers in kidney and liver were measured. Fish with a mean weight of 44.71±1.33 g were studied using four different treatments with three replicates each. Inflammation and apoptosis were performed using LPS of Escherichia coli (25 µg ml ^-1) except in the control group and only carvacrol (100 µg ml ^-1 diet) containing diets were fed to this group (CAR). The last group was the infected fish fed carvacrol supplemented diet (+CAR). Kidney and liver tissues were removed 3 days after to determine the levels of interleukin-1β (IL-1β), interferon gamma (INF-γ), caspase 3 (Cas 3), caspase 8 (Cas 8) using Real-Time PCR analyses. IL-1β expressions of both kidney and liver was significantly decreased (12.9 and 2.14 fold, respectively) in LPS treated cells (p〈0.05). While IFN-γ expression was up regulated in kidney, it had down regulation in liver. LPS decreased both Cas 3 and 8 expressions in kidney but increased in liver. +CAR increased expressions of IL-1β and IFN-γ compared with the control (up to 2-3 fold) in all tissues except caspase gene expressions that were similar in the control. In all tissues, IL-1β and IFN-γ expressions increased in +CAR group, expect IFN-γ in the kidney. However, Cas 3 and 8 expressions including apoptosis was induced by up-down regulations in all tissues compared to LPS-injected fish. The results showed that carvacrol had pro-inflammatory and apoptotic effects especially on liver tissue of LPS-induced inflammation model of Oncorhynchus mykiss.
    Keywords: Aquaculture ; Biology ; Chemistry ; Fisheries
    Repository Name: Aquatic Commons
    Type: Article , PeerReviewed
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  • 8
    Publication Date: 2019-05-06
    Description: The study on physicochemical factors and primary production of the aquatic ecosystems is important to know the characteristics of the environment and capacity of recharge. Mahshahr Creeks are the most important creeks in the Northwest Persian Gulf, Iran. In this study, variations in physicochemical factors, chl-a, and primary production in creeks of Mahshahr, Zangi, and Moussa were evaluated for 2 months of every season of 2014. The following variables were analyzed: nitrate, phosphate, nitrite, silicate, temperature, salinity, DO, pH, conductivity, turbidity, light, chl-a, primary production and phytoplankton abundance. The maximum amount of chl-a (1.6 mg m^3) was observed in Moussa Creek in April while the minimum amount (0.1 mg m ^-3) was seen in Moussa in July. The highest (1.19 gc m^-2 day^-1) and lowest (0.1gc m^-2 day^-1) amount of primary production were observed at the entrance of Moussa Creek in April and in Zangi Creek in November, respectively. The maximum and minimum abundance of phytoplankton was observed in April and October, respectively in all study areas. The results of correlation test between the studied factors revealed that primary production has a significant relationship with nitrite, chl-a, phytoplankton abundance and light. Primary production in these creeks is relatively high in April and is attributed to the uptake of nutrients including nitrate and phosphate from shallow waters entering these creeks, sufficient light and suitable temperature, but in other months the production is low.
    Keywords: Biology ; Chemistry
    Repository Name: Aquatic Commons
    Type: Article , PeerReviewed
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  • 9
    Publication Date: 2019-05-06
    Description: Concentrations of heavy metals (Cd, Ni and Pb) were determined in soft and hard tissues (three separated shell sections) of gastropod Bufonaria echinata as well as surficial sediments collected in October 2015 from two sampling sites located in the sub-littoral zone of Qeshm Island, Persian Gulf. There were significant differences between the sampling sites for concentrations of all the three elements in the shells and sediments. But in terms of the soft tissues, in the case of Ni and Pb significant differences between the sites could be observed. In all the cases, higher levels were observed in the samples from Suza site, which may be mainly due to the proximity of this site to the relevant anthropogenic sources. Comparison of the gained data from this study with the other relevant researches shows that in most cases the levels of the elements in the soft tissues and shells either fell within the range for other world areas or were lower. The observed increasing trends of metals accumulation in the shell sections (from older to younger sections) could be mainly attributed to the gradual increase of relevant anthropogenic pollutants in the study area, especially in Suza pier, during the recent years. Generally, it can be concluded that the shells of B.echinata could be possibly employed as a biomonitoring tool for historic metals contamination in northeastern part of the Persian Gulf.
    Keywords: Biology ; Chemistry ; Pollution
    Repository Name: Aquatic Commons
    Type: Article , PeerReviewed
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  • 10
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    UNSAM EDITA
    Publication Date: 2019-02-10
    Description: Este libro contiene las presentaciones de las conferencias invitadas de expertos y las realizadas en formato “poster” por los estudiantes participantes en el Workshop “Aguas + Humedales”, realizado en San Martín entre el 17 y el 22 de octubre de 2016 en la Universidad Nacional de San Martín, San Martín, Argentina. Con el objeto de brindar a los estudiantes de posgrado un panorama amplio del problema del agua y su proyección hacia el futuro, el material que aquí se presenta se ocupa de temas tales como el agua como fuente segura para consumo humano y su vida cotidiana, como recurso fundamental para la actividad agropecuaria, como fuente de alimentos, como fluido de proceso y de transporte de calor, como vía de comunicación y transporte. Se plantean interrogantes sobre la disponibilidad del recurso, sobre la intervención humana en el ciclo hidrológico y en el clima. También se analizan problemas relacionados con tecnologías para el tratamiento de aguas, tanto para consumo humano como tratamiento de efluentes de diverso tipo. Se presta especial atención a la dimensión social del tema: derecho y economía del agua, estudios vinculados con las decisiones sobre el uso del recurso y el desarrollo de legislaciones y regulaciones.
    Keywords: Agriculture ; Aquaculture ; Biology ; Chemistry ; Conservation ; Earth Sciences ; Ecology ; Engineering ; Environment ; Fisheries ; Limnology ; Policies ; Pollution
    Repository Name: Aquatic Commons
    Type: Book , PeerReviewed
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  • 11
    Publication Date: 2018-11-15
    Description: In this study, the removal of congo red and erythrosine as anionic dyes were investigated by using the cucurbit[6]uril nonporous as a new adsorbent. In the proposed mythology, the batch removal method was applied. In order to obtain maximum removal efficiency, the effects of acidity of solution, adsorbent dosage and contacting time were investigated and optimized. Adsorption experimental data were analyzed using Langmuir and Freundlich isotherm models and the best-fitted data was obtained with the Langmuir model. The maximum adsorption capacity was 128.2 mg g^-1 and 95.9 mg g^-1 for congo red and erythrosine, respectively. This method was successfully applied for the removal of congo red and erythrosine dyes from Karron and Bahmanshir water river and Persian Gulf water samples.
    Keywords: Biology ; Chemistry ; Pollution
    Repository Name: Aquatic Commons
    Type: Article , PeerReviewed
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  • 12
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    Massachusetts Institute of Technology and Woods Hole Oceanographic Institution
    Publication Date: 2018-11-02
    Description: Submitted in partial fulfillment of the requirements for the degree of Doctor of Philosophy at the Massachusetts Institute of Technology and the Woods Hole Oceanographic Institution September 2018
    Description: Many chemical constituents are removed from the ocean by attachment to settling particles, a process referred to as “scavenging.” Radioisotopes of thorium, a highly particle-reactive element, have been used extensively to study scavenging in the ocean. However, this process is complicated by the highly variable chemical composition and concentration of particles in oceanic waters. This thesis focuses on understanding the cycling of thorium as affected by particle concentration and particle composition in the North Atlantic. This objective is addressed using (i) the distributions 228,230,234Th, their radioactive parents, particle composition, and bulk particle concentration, as measured or estimated along the GEOTRACES North Atlantic Transect (GA03) and (ii) a model for the reversible exchange of thorium with particles. Model parameters are either estimated by inversion (chapter 2-4), or prescribed in order to simulate 230Th in a circulation model (chapter 5). The major findings of this thesis follow. In chapters 2 and 3, I find that the rate parameters of the reversible exchange model show systematic variations along GA03. In particular, 𝑘1, the apparent first-order rate "constant" of Th adsorption onto particles, generally presents maxima in the mesopelagic zone and minima below. A positive correlation between 𝑘1 and bulk particle concentration is found, consistent with the notion that the specific rate at which a metal in solution attaches to particles increases with the number of surface sites available for adsorption. In chapter 4, I show that Mn (oxyhydr)oxides and biogenic particles most strongly influence 𝑘1 west of the Mauritanian upwelling, but that biogenic particles dominate 𝑘1 in this region. In chapter 5, I find that dissolved 230Th data are best represented by a model that assumes enhanced values of 𝑘1 near the seafloor. Collectively, my findings suggest that spatial variations in Th radioisotope activities observed in the North Atlantic reflect at least partly variations in the rate at which Th is removed from the water column.
    Description: This work was supported by the US National Science Foundation. Two US NSF grants have supported the research in this thesis (OCE-1232578 and OCE-155644).
    Keywords: Thorium ; Chemistry
    Repository Name: Woods Hole Open Access Server
    Type: Thesis
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  • 13
    Publication Date: 2018-05-07
    Description: Niphargus is a speciose amphipod genus found in groundwater habitats across Europe. Three Niphargus species living in the sulphidic Frasassi caves in Italy harbour sulphur-oxidizing Thiothrix bacterial ectosymbionts. These three species are distantly related, implying that the ability to form ectosymbioses with Thiothrix may be common among Niphargus. Therefore, Niphargus-Thiothrix associations may also be found in sulphidic aquifers other than Frasassi. In this study, we examined this possibility by analysing niphargids of the genera Niphargus and Pontoniphargus collected from the partly sulphidic aquifers of the Southern Dobrogea region of Romania, which are accessible through springs, wells and Movile Cave. Molecular and morphological analyses revealed seven niphargid species in this region. Five of these species occurred occasionally or exclusively in sulphidic locations, whereas the remaining two were restricted to nonsulphidic areas. Thiothrix were detected by PCR on all seven Dobrogean niphargid species and observed using microscopy to be predominantly attached to their hosts' appendages. 16S rRNA gene sequences of the Thiothrix epibionts fell into two main clades, one of which (herein named T4) occurred solely on niphargids collected in sulphidic locations. The other Thiothrix clade was present on niphargids from both sulphidic and nonsulphidic areas and indistinguishable from the T3 ectosymbiont clade previously identified on Frasassi-dwelling Niphargus. Although niphargids from Frasassi and Southern Dobrogea are not closely related, the patterns of their association with Thiothrix are remarkably alike. The finding of similar Niphargus-Thiothrix associations in aquifers located 1200 km apart suggests that they may be widespread in European groundwater ecosystems.
    Keywords: amphipods; ecology; sulphide; symbiosis; systematics; taxonomy ; Amphipoda ; Animals ; DNA, Bacterial ; Ecosystem ; Groundwater ; Molecular Sequence Data ; Phylogeny ; RNA, Ribosomal, 16S ; Romania ; Sequence Analysis, DNA ; Sulfur ; Symbiosis ; Thiothrix
    Language: English , English
    Type: article , publishedVersion
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  • 14
    Publication Date: 2019-06-05
    Description: In this study alginate was extracted for the first time from few species of Phaeophycota (Cystoseira indica, Padina tetrastromatica and Jolyna laminarioides) whereas Spatoglossum variabile and Sargassum tenerrimum, has been reported earlier from Karachi coast. Chemical bonding of extracted alginate was examined by using FTIR spectroscopy. Furthermore in pre-extraction step seaweeds were treated with diluted sulfuric acid solution for two different time intervals, all the selected alginophytes showed increased yield of alginate at 12 hrs treatment as compare to 5 hrs treatment.
    Keywords: Biology ; Chemistry
    Repository Name: Aquatic Commons
    Type: Article , PeerReviewed
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  • 15
    Publication Date: 2019-06-05
    Description: In this research a comparative study was made between biodegradable films obtained from two different indigenous red seaweeds collected from Karachi coast. Gracilaria corticata and Melanothamnus afaqhussainii were collected from the Buleji coast of Karachi, Pakistan (24o50’N, 66o48’E). Agar extracted from both the seaweeds was used and incorporated as raw material for the formulation of biodegradable films. Sorbitol was used as plasticizer to increase the tensile strength and elasticity of the films. The results showed that the solubility of M. afaqhussainii was higher than G. corticata. The soil burial test showed that the biodegradability percent of M. afaqhussainii (60%) was higher as compared to G. corticata (40%). The tensile strength and elongation break of G. corticata (9.79±1.21 MPa and 28.72±5.13%) was stronger than the M. afaqhussainii (3.98±1.08 MPa and 16.32±3.80). Results of current study showed that the G. corticata has stronger gelling property as compared to M. afaqhussainii.
    Keywords: Biology ; Chemistry
    Repository Name: Aquatic Commons
    Type: Article , PeerReviewed
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  • 16
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    American Association for the Advancement of Science (AAAS)
    In: Science
    Publication Date: 2018-04-27
    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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  • 17
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    American Association for the Advancement of Science (AAAS)
    In: Science
    Publication Date: 2018-05-11
    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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  • 18
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    American Association for the Advancement of Science (AAAS)
    In: Science
    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
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  • 19
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    American Association for the Advancement of Science (AAAS)
    In: Science
    Publication Date: 2018-06-22
    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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  • 20
    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
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  • 21
    Publication Date: 2018-06-29
    Description: Chiral amines are widely used as catalysts in asymmetric synthesis to activate carbonyl groups for α-functionalization. Carbonyl catalysis reverses that strategy by using a carbonyl group to activate a primary amine. Inspired by biological carbonyl catalysis, which is exemplified by reactions of pyridoxal-dependent enzymes, we developed an N-quaternized pyridoxal catalyst for the asymmetric Mannich reaction of glycinate with aryl N -diphenylphosphinyl imines. The catalyst exhibits high activity and stereoselectivity, likely enabled by enzyme-like cooperative bifunctional activation of the substrates. Our work demonstrates the catalytic utility of the pyridoxal moiety in asymmetric catalysis.
    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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  • 22
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    American Association for the Advancement of Science (AAAS)
    In: Science
    Publication Date: 2018-07-13
    Description: Deconstructive functionalizations involving scission of carbon-carbon double bonds are well established. In contrast, unstrained C(sp 3 )–C(sp 3 ) bond cleavage and functionalization have less precedent. Here we report the use of deconstructive fluorination to access mono- and difluorinated amine derivatives by C(sp 3 )–C(sp 3 ) bond cleavage in saturated nitrogen heterocycles such as piperidines and pyrrolidines. Silver-mediated ring-opening fluorination using Selectfluor highlights a strategy for cyclic amine functionalization and late-stage skeletal diversification, establishing cyclic amines as synthons for amino alkyl radicals and providing synthetic routes to valuable building blocks.
    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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  • 23
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    American Association for the Advancement of Science (AAAS)
    In: Science
    Publication Date: 2018-07-20
    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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    American Association for the Advancement of Science (AAAS)
    In: Science
    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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  • 25
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    American Association for the Advancement of Science (AAAS)
    In: Science
    Publication Date: 2018-12-14
    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
    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
    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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  • 27
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    American Association for the Advancement of Science (AAAS)
    In: Science
    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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  • 28
    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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  • 29
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    American Association for the Advancement of Science (AAAS)
    In: Science
    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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  • 30
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    American Association for the Advancement of Science (AAAS)
    In: Science
    Publication Date: 2018-10-12
    Keywords: Chemistry
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  • 31
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    American Association for the Advancement of Science (AAAS)
    In: Science
    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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  • 32
    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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  • 33
    Publication Date: 2018-03-16
    Description: Single adatoms are expected to participate in many processes occurring at solid surfaces, such as the growth of graphene on metals. We demonstrate, both experimentally and theoretically, the catalytic role played by single metal adatoms during the technologically relevant process of graphene growth on nickel (Ni). The catalytic action of individual Ni atoms at the edges of a growing graphene flake was directly captured by scanning tunneling microscopy imaging at the millisecond time scale, while force field molecular dynamics and density functional theory calculations rationalize the experimental observations. Our results unveil the mechanism governing the activity of a single-atom catalyst at work.
    Keywords: Chemistry
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  • 34
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    American Association for the Advancement of Science (AAAS)
    In: Science
    Publication Date: 2018-03-23
    Keywords: Chemistry
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  • 35
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    American Association for the Advancement of Science (AAAS)
    In: Science
    Publication Date: 2018-03-30
    Keywords: Chemistry
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  • 36
    Publication Date: 2018-04-13
    Description: Machine learning methods are becoming integral to scientific inquiry in numerous disciplines. We demonstrated that machine learning can be used to predict the performance of a synthetic reaction in multidimensional chemical space using data obtained via high-throughput experimentation. We created scripts to compute and extract atomic, molecular, and vibrational descriptors for the components of a palladium-catalyzed Buchwald-Hartwig cross-coupling of aryl halides with 4-methylaniline in the presence of various potentially inhibitory additives. Using these descriptors as inputs and reaction yield as output, we showed that a random forest algorithm provides significantly improved predictive performance over linear regression analysis. The random forest model was also successfully applied to sparse training sets and out-of-sample prediction, suggesting its value in facilitating adoption of synthetic methodology.
    Keywords: Chemistry
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  • 37
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    American Association for the Advancement of Science (AAAS)
    In: Science
    Publication Date: 2018-03-23
    Keywords: Chemistry
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  • 38
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    American Association for the Advancement of Science (AAAS)
    In: Science
    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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  • 39
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    American Association for the Advancement of Science (AAAS)
    In: Science
    Publication Date: 2018-04-06
    Keywords: Chemistry
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  • 40
    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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  • 41
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    American Association for the Advancement of Science (AAAS)
    In: Science
    Publication Date: 2018-04-13
    Keywords: Chemistry
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  • 42
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    American Association for the Advancement of Science (AAAS)
    In: Science
    Publication Date: 2018-04-27
    Keywords: Chemistry
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  • 43
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    American Association for the Advancement of Science (AAAS)
    In: Science
    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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  • 44
    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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  • 45
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    American Association for the Advancement of Science (AAAS)
    In: Science
    Publication Date: 2018-05-04
    Keywords: Chemistry
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  • 46
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    American Association for the Advancement of Science (AAAS)
    In: Science
    Publication Date: 2018-05-18
    Keywords: Chemistry
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  • 47
    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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  • 48
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    American Association for the Advancement of Science (AAAS)
    In: Science
    Publication Date: 2018-05-25
    Keywords: Chemistry
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  • 49
    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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  • 50
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    American Association for the Advancement of Science (AAAS)
    In: Science
    Publication Date: 2018-08-17
    Keywords: Chemistry
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  • 51
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    American Association for the Advancement of Science (AAAS)
    In: Science
    Publication Date: 2018-08-24
    Keywords: Chemistry
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  • 52
    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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  • 53
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    American Association for the Advancement of Science (AAAS)
    In: Science
    Publication Date: 2018-08-31
    Keywords: Chemistry
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  • 54
    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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  • 55
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    American Association for the Advancement of Science (AAAS)
    In: Science
    Publication Date: 2018-09-14
    Keywords: Chemistry
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  • 56
    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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  • 57
    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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  • 58
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    American Association for the Advancement of Science (AAAS)
    In: Science
    Publication Date: 2018-09-28
    Keywords: Chemistry
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  • 59
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    American Association for the Advancement of Science (AAAS)
    In: Science
    Publication Date: 2018-09-28
    Keywords: Chemistry
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  • 60
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    American Association for the Advancement of Science (AAAS)
    In: Science
    Publication Date: 2018-05-25
    Keywords: Chemistry
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  • 61
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    American Association for the Advancement of Science (AAAS)
    In: Science
    Publication Date: 2018-05-25
    Keywords: Chemistry
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  • 62
    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
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  • 63
    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
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  • 64
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    American Association for the Advancement of Science (AAAS)
    In: Science
    Publication Date: 2018-06-29
    Keywords: Chemistry
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  • 65
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    American Association for the Advancement of Science (AAAS)
    In: Science