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Assembling a Hybrid Pd Catalyst from a Chiral Anionic Co III Complex and Ligand for Asymmetric C(sp 3 )–H Functionalization
Author(s) -
Jiang HuaJie,
Zhong XiuMei,
Yu Jie,
Zhang Ying,
Zhang Xinhao,
Wu YunDong,
Gong LiuZhu
Publication year - 2019
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201812426
Subject(s) - ligand (biochemistry) , catalysis , thioamide , palladium , yield (engineering) , phosphoramidite , chemistry , chiral ligand , medicinal chemistry , enantioselective synthesis , stereochemistry , surface modification , organic chemistry , materials science , receptor , dna , biochemistry , oligonucleotide , metallurgy
An unusual hybrid palladium catalyst containing an anionic chiral Co III complex and a chiral phosphoramidite ligand shows a high capacity for catalyzing asymmetric thioamide‐directed C(sp 3 )−H arylation and delivers excellent yield and enantioselectivity (up to 99 % yield, 99 % ee ). Significant synergy between the chiral ligand and the anion in terms of stereochemical control was observed. Mechanistic investigations have revealed both the nature of the C−H activation and the origin of the enantioselectivity.