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Palladium-Catalyzed Desulfinative Cross-Coupling of Polyhalogenated Aryl Triflates with Aryl Sulfinate Salts:Inversion of Traditional Chemoselectivity

作     者:Miao Wang On Ying Yuen Chau Ming So Miao Wang;On Ying Yuen;Chau Ming So

作者机构:State Key Laboratory of Chemical Biology and Drug Discovery and Department of Applied Biology and Chemical TechnologyThe Hong Kong Polytechnic UniversityKowloonHong KongChina Henan Key Laboratory of Function-Oriented Porous MaterialsCollege of Chemistry and Chemical EngineeringLuoyang Normal UniversityLuoyangHenan471934 China The Hong Kong Polytechnic University Shenzhen Research InstituteShenzhenGuangdong518057 China 

出 版 物:《Chinese Journal of Chemistry》 (中国化学(英文版))

年 卷 期:2023年第41卷第8期

页      面:909-914页

核心收录:

学科分类:081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 

基  金:the Research Grants Council of the Hong Kong Special Administrative Region,China(PolyU 15302821,15300220,and 25301819) the National Natural Science Foundation of China(21972122)for their financial support 

主  题:Palladium Phosphane ligands IChemoselectivity Desulfurization Polyhalogenated aryl triflates 

摘      要:Comprehensive Summary This paper presents the first general examples of palladium-catalyzed desulfinative cross-coupling reaction of polyhalogenated aryl triflates with aryl sulfinate salts showing an inversion of the conventional reactivity order of C-BrC-Cl*** catalyst system,comprising of Pd(OAc)_(2)and tBuPhSelectPhos,exhibited excellent catalytic reactivity and chemoselectivity toward this *** reaction had a wide range of substrate scopes and provided a simple and efficient method for the construction of functionalized biaryl ***,the C-H···Pd interaction from the methine hydrogen of the C2-cyclohexyl group of the indolyl phosphine ligand with the Pd center may contribute a key factor in reactivity and *** with density functional theory(DFT)calculations,the results revealed that the oxidative addition step in this reaction was a controlling-chemoselectivity step.

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