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Carboxy Group as a Remote and Selective Chelating Group for C−H Activation of Arenes
Author(s) -
Li Shangda,
Wang Hang,
Weng Yunxiang,
Li Gang
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.201910691
Subject(s) - chelation , group (periodic table) , aryl , chemistry , catalysis , medicinal chemistry , stereochemistry , combinatorial chemistry , organic chemistry , alkyl
The first example of carboxy group assisted, remote‐selective C(sp 2 )−H activation with a Pd II catalyst has been developed and proceeds through a possible κ 2 coordination of the carboxy group, thus suppressing the ortho ‐C−H activation through κ 1 coordination. Besides meta ‐C−H olefination, direct meta ‐arylation of hydrocinnamic acid derivatives with low‐cost aryl iodides has been achieved for the first time. These findings may motivate the exploration of novel reactivities of the carboxy assisted C−H activation reactions with intriguing selectivities.