B(C6F5)3-Catalyzed Transfer Hydrogenation of Imines and Related Heteroarenes Using Cyclohexa-1,4-dienes as a Dihydrogen Source

被引：96

作者：

Chatterjee, Indranil ^{[1
]}

Oestreich, Martin ^{[1
]}

机构：

[1] Tech Univ Berlin, Inst Chem, D-10623 Berlin, Germany

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2015年 / 54卷 / 06期

关键词：

boron; homogeneous catalysis; hydrogenation; Lewis acids; reduction; METAL-FREE HYDROGENATION; CATALYTIC-HYDROGENATION; HYDROSILATION; REDUCTION; MECHANISM; BORANE; HYDROSILYLATION; ESTERS; ETHERS;

D O I：

10.1002/anie.201409246

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The strong boron Lewis acid tris(pentafluorophenyl)borane, B(C6F5)(3), is shown to abstract a hydride from suitably donor-substituted cyclohexa-1,4-dienes, eventually releasing dihydrogen. This process is coupled with the FLP-type (FLP=frustrated Lewis pair) hydrogenation of imines and nitrogen-containing heteroarenes that are catalyzed by the same Lewis acid. The net reaction is a B(C6F5)(3)-catalyzed, i.e., transition-metal-free, transfer hydrogenation using easy-to-access cyclohexa-1,4-dienes as reducing agents. Competing reaction pathways with or without the involvement of free dihydrogen are discussed.

引用

页码：1965 / 1968

页数：4

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