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A Bithiophene‐Promoted ppm Levels of Palladium‐Catalyzed Regioselective Hydrosilylation of Terminal Allenes

Junjia Chen, Jiahao Zeng, Ying Yang, Zhikai Liu, Yanan Jiang, Miao‐Ran Li, Li Chen, Zhuang‐Ping Zhan

2020Advanced Synthesis & Catalysis23 citationsDOI

Abstract

Abstract A bithiophene−alkyne‐based compound was synthesized and first utilized as a ligand for the selective hydrosilylation of allenes with primary and secondary phenylsilanes. It shows high selectivity towards the production of branched allylsilanes with a wide range of allenes. It is worth mentioning that the catalytic loading of the palladium can be reduced to 500 ppm. This work opens a new front of using bidentate thiophene ligand as a reaction promoter in transition‐metal‐catalyzed organic reaction. magnified image

Topics & Concepts

ChemistryHydrosilylationRegioselectivityPalladiumCatalysisLigand (biochemistry)DenticityAlkyneSelectivityThiopheneTransition metalMedicinal chemistryOrganic chemistryCombinatorial chemistryPolymer chemistryPhotochemistryMetalReceptorBiochemistryOrganoboron and organosilicon chemistryCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling Reactions
A Bithiophene‐Promoted ppm Levels of Palladium‐Catalyzed Regioselective Hydrosilylation of Terminal Allenes | Litcius