We report the first example of the construction of chiral 2,3-benzodiazepine compounds which are of biologic and pharmaceutical relevance by asymmetric catalysis. Catalyzed by a thiazolium-derived carbene and a palladium-chiral bidentate phosphine complex in sequence, one-pot reaction between 1-(2-(2-nitrovinyl)aryl)allyl esters with azodicarboxylates took place efficiently at ambient temperature to produce 4-nitro-1-vinyl-1-2,3-benzodiazepine-2,3-dicarboxylates in good to excellent yields with an enantiomeric ratio of up to 95:5.
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http://dx.doi.org/10.1021/acs.joc.9b02693 | DOI Listing |
Mikrochim Acta
January 2025
Department of Chemistry, School of Science, Xihua University, Chengdu, 610039, PR China.
Based on the enhanced peroxidase-like activity of carbon dots nanozymes (CDszymes), with a specific oxidation reaction of D-amino acid oxidase catalysing the formation of HO from D-amino acid, an ultrasensitive sensing platform, was constructed for the quantitative detection of D-amino acids in saliva. With the increase of D-amino acids concentration, the blue color of catalytic product gradually deepend, the fluorescence CDszymes gradually quenched, and the temperature gradually increased. Using D-alanine as D-amino acid models, the detection limits of D-alanine in colorimetric/photothermal/fluorescent mode were 0.
View Article and Find Full Text PDFNanoscale
January 2025
School of Chemistry and Chemical Engineering, Beijing Institution of Technology (BIT), Beijing 100081, P. R. China.
Chirality is a widespread phenomenon in the fields of nature and chemicals, endowing compounds with distinctive chemical and biological characteristics. The conventional synthesis of chiral nanomaterials relies on the introduction of chiral ligands or additives and environmental factors such as solvents and mechanical forces. Sub-nanometer nanowires (SNWs) and sub-nanometer nanobelts (SNBs) are one-dimensional nanomaterials with high anisotropy, nearly 100% atomic exposure ratio and some other distinctive characteristics.
View Article and Find Full Text PDFAcc Chem Res
January 2025
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China.
ConspectusIn recent years, our research group has dedicated significant effort to the field of asymmetric organometallic electrochemical synthesis (AOES), which integrates electrochemistry with asymmetric transition metal catalysis. On one hand, we have rationalized that organometallic compounds can serve as molecular electrocatalysts (mediators) to reduce overpotentials and enhance both the reactivity and selectivity of reactions. On the other hand, the conditions for asymmetric transition metal catalysis can be substantially improved through electrochemistry, enabling precise modulation of the transition metal's oxidation state by controlling electrochemical potentials and regulating the electron transfer rate via current adjustments.
View Article and Find Full Text PDFJ Am Chem Soc
January 2025
State Key Laboratory of Fine Chemicals, Frontiers Science Center for Smart Materials, Dalian University of Technology, 2 Linggong Road, Dalian 116024, China.
Herein, we propose to synthesize stereoblock polythioethers through the chain shuttling enantioselective ring-opening polymerization (ROP) of thiiranes. The use of diastereoisomeric dinuclear Cr complexes with optimized steric hindrance allowed the production of polythioethers with both a head-to-tail content and isotacticity of >99%. In particular, the introduction of dithiols enabled the synthesis of stereoblock polythioethers via a chain shuttling process, thus producing sulfhydryl-telechelic polythioethers with tunable thermal properties.
View Article and Find Full Text PDFNat Commun
January 2025
State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Frontiers Science Center for New Organic Matter, Haihe Laboratory of Sustainable Chemical Transformations, Nankai University 94 Weijin Road, Tianjin, China.
The diverse utility of acyclic vinylsilanes has driven the interest in the synthesis of enantioenriched vinylsilanes bearing a Si-stereogenic center. However, the predominant approaches for catalytic asymmetric generation of Si-stereogenic vinylsilanes have mainly relied on transition metal-catalyzed reactions of alkynes with different silicon sources. Here we successfully realize the enantioselective synthesis of linear silicon-stereogenic vinylsilanes with good yields and enantiomeric ratios from simple alkenes under rhodium catalysis.
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