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Activation of Remote meta ‐C−H Bonds in Arenes with Tethered Alcohols: A Salicylonitrile Template
Author(s) -
Zhang Lanlan,
Zhao Chaoyue,
Liu Yang,
Xu Jiancong,
Xu Xiufang,
Jin Zhong
Publication year - 2017
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201705495
Subject(s) - regioselectivity , nitrile , chemistry , palladium , ether , selectivity , catalysis , combinatorial chemistry , stereochemistry , polymer chemistry , organic chemistry
Palladium‐catalyzed activation of remote meta ‐C−H bonds in arenes containing tethered alcohols was achieved with high regioselectivity by using a nitrile template. Computational studies on the macrocyclic transition state of the regioselectivity‐determining C−H activation steps revealed that both the C‐N‐Ag angles and gauche comformations of phenyl ether play an extremely important role in the meta selectivity.