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 

机构地区：[1]State Key Laboratory of Chemical Biology and Drug Discovery and Department of Applied Biology and Chemical Technology,The Hong Kong Polytechnic University,Kowloon,Hong Kong,China [2]Henan Key Laboratory of Function-Oriented Porous Materials,College of Chemistry and Chemical Engineering,Luoyang Normal University,Luoyang,Henan,471934 China [3]The Hong Kong Polytechnic University Shenzhen Research Institute,Shenzhen,Guangdong,518057 China

出　　处：《Chinese Journal of Chemistry》2023年第8期909-914,共6页中国化学（英文版）

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.

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-Br>C-Cl>C-OTf.The catalyst system,comprising of Pd(OAc)_(2)and tBuPhSelectPhos,exhibited excellent catalytic reactivity and chemoselectivity toward this reaction.This reaction had a wide range of substrate scopes and provided a simple and efficient method for the construction of functionalized biaryl motifs.Notably,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 chemoselectivity.Assisting with density functional theory(DFT)calculations,the results revealed that the oxidative addition step in this reaction was a controlling-chemoselectivity step.

关 键 词：Palladium Phosphane ligands IChemoselectivity DESULFURIZATION Polyhalogenated aryl triflates 

分 类 号：O621.251[理学—有机化学]