A Concerted Transfer Hydrogenolysis: 1,3,2-Diazaphospholene-Catalyzed Hydrogenation of N=N Bond with Ammonia-Borane

被引：124

作者：

Chong, Che Chang ^{[1
]}

Hirao, Hajime ^{[1
]}

Kinjo, Rei ^{[1
]}

机构：

[1] Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2014年 / 53卷 / 13期

关键词：

ammonia-borane; azo compunds; hydrogen transfer; main group elements; phosphanes; FRUSTRATED LEWIS PAIRS; RUTHENIUM HYDRIDE; AMINE-BORANES; DEHYDROGENATION; REDUCTION; COMPLEXES; REGENERATION; TEMPERATURE; MECHANISMS; MOLECULES;

D O I：

10.1002/anie.201400099

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

1,3,2-diazaphospholenes catalyze metal-free transfer hydrogenation of a NN double bond using ammonia-borane under mild reaction conditions, thus allowing access to various hydrazine derivatives. Kinetic and computational studies revealed that the rate-determining step involves simultaneous breakage of the BH and NH bonds of ammonia-borane. The reaction is therefore viewed as a concerted type of hydrogenolysis.

引用

页码：3342 / 3346

页数：5

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