Regioselective Nucleophilic Alkylation/Arylation of B-H Bonds in o-Carboranes: An Alternative Method for Selective Cage Boron Functionalization

被引：41
|
作者：
Tang, Cen
Zhang, Jiji
Zhang, Jie
Xie, Zuowei [1 ]
机构：
[1] Chinese Univ Hong Kong, Dept Chem, Hong Kong, Peoples R China
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2018年 / 140卷 / 48期
关键词：
FACILE SYNTHESIS; ARYL IODIDES; ACTIVATION; AROMATICITY; ARYLATION; LIGAND; METALLACARBORANES; ALKENYLATION; COMPLEXES; CLUSTERS;
D O I：
10.1021/jacs.8b10270
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A new protocol for regioselective nucleophilic cage B-H substitution in o-carboranes has been proposed that is complementary to the strategies of transition metal catalysis and electrophilic substitution. Magnesium-mediated site-selective nucleophilic cage B-(3,6)-H and B(9)-H substitution reactions of o-carboranes give a series of B(3,6)-dialkylated and B(9)-alkylated/arylated o-carboranes in high yields. Both steric and electronic factors of cage C substituents play crucial roles in controlling the site selectivity.
引用
收藏
页码：16423 / 16427
页数：5
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