Activation of Remote meta-C-H Bonds in Arenes with Tethered Alcohols: A Salicylonitrile Template

被引：67

作者：

Zhang, Lanlan ^{[1
]}

Zhao, Chaoyue ^{[2
]}

Liu, Yang ^{[1
]}

Xu, Jiancong ^{[1
]}

Xu, Xiufang ^{[2
]}

Jin, Zhong ^{[1
]}

机构：

[1] Nankai Univ, State Key Lab Elementoorgan Chem, Coll Chem, Tianjin 300071, Peoples R China

[2] Nankai Univ, Coll Chem, Key Lab Adv Energy Mat Chem, Minist Educ, Tianjin 300071, Peoples R China

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2017年 / 56卷 / 40期

基金：

中国国家自然科学基金;

关键词：

arenes; C-H activation; density-functional calculations; palladium; regioselectivity; DIRECTING GROUP; OLEFINATION; LIGAND; FUNCTIONALIZATION; ARYLATION; ACID; SELECTIVITY; BORYLATION; ALKYLATION; ANILIDES;

D O I：

10.1002/anie.201705495

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

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 metaselectivity.

引用

页码：12245 / 12249

页数：5

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