Dehydrogenation of secondary amines to imines catalyzed by an iridium PCP pincer complex: initial aliphatic or direct amino dehydrogenation?

被引：109

作者：

Gu, XQ ^{[1
]}

Chen, W ^{[1
]}

Morales-Morales, D ^{[1
]}

Jensen, CM ^{[1
]}

机构：

[1] Univ Hawaii Manoa, Dept Chem, Honolulu, HI 96822 USA

来源：

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL | 2002年 / 189卷 / 01期

关键词：

dehydrogenation; catalysis; secondary amines; imines; pincer complex;

D O I：

10.1016/S1381-1169(02)00200-5

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

The PCP pincer complex, IrH2(C6H3-2,6-(CH(2)PBut(2))(2)) catalyzes the transfer dehydrogenation of secondary amines to imines. The catalytic system is highly sensitive to both steric and electronic factors and greater than 99% regioselectivity are observed in the dehydrogenation of the asymmetric substrates, cyclohexyethylamine and benzylpropyl amine. Good to excellent yields are obtained when the reactions are carried out in toluene solution. The dehydrogenation of 2,2,2',2'-tetramethyldibutylamine leads exclusively to the production of the corresponding imine indicating that the catalytic reaction pathway involves direct amino rather than initial aliphatic dehydrogenation. (C) 2002 Elsevier Science B.V. All rights reserved.

引用

页码：119 / 124

页数：6

共 26 条

[1] The preparation of unsymmetrical secondary aliphatic ammes [J].