Addition of boranes to N-aryl-salicylaldimines: Intramolecular hydrogenation of imines

被引：7
作者：
Barnes, Stephanie S. [1 ]
Vogels, Christopher M. [1 ]
Decken, Andreas [2 ]
Westcott, Stephen A. [1 ]
机构：
[1] Mt Allison Univ, Dept Chem & Biochem, Sackville, NB E4L 1G8, Canada
[2] Univ New Brunswick, Dept Chem, Fredericton, NB E3B 5A3, Canada
来源：
DALTON TRANSACTIONS | 2011年 / 40卷 / 17期
基金：
加拿大自然科学与工程研究理事会;
关键词：
FRUSTRATED LEWIS PAIRS; METAL-CATALYZED HYDROBORATION; CRYSTAL-STRUCTURE; STEREOSELECTIVE ADDITION; BOND-CLEAVAGE; C=N BOND; ACTIVATION; REACTIVITY; ACID; PHOSPHINES;
D O I：
10.1039/c1dt10132c
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
Addition of boranes to N-aryl-salicylaldimines takes place initially at the reactive phenolic O-H bond to give an activated boron-containing imine and dihydrogen. In some cases a subsequent intramolecular hydrogenation step is observed and the C=N imine bond is reduced to the corresponding amine. Reactions with dimesitylborane in THF are unique in that the reduced amine product is the major product observed in solution.
引用
收藏
页码：4707 / 4714
页数：8
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