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Isolating Free Carbenes, their Mixed Dimers and Organic Radicals
Published on: April 19, 2019
Carboxy Group as a Remote and Selective Chelating Group for C-H Activation of Arenes
Shangda Li1, Hang Wang1,2, Yunxiang Weng3
1State Key Laboratory of Structural Chemistry, Center for Excellence in Molecular Synthesis, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences (CAS), 155 West Yang-Qiao Road, Fuzhou, Fujian, 350002, China.
Abstract:
The first example of carboxy group assisted, remote-selective C(sp2 )-H activation with a PdII catalyst has been developed and proceeds through a possible κ2 coordination of the carboxy group, thus suppressing the ortho-C-H activation through κ1 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.
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