Intermediacy of an N-heterocyclic carbene complex in the catalytic C-H activation of a substituted benzimidazole

被引：169

作者：

Tan, KL

Bergman, RG

Ellman, JA ^{[1
]}

机构：

[1] Univ Calif Berkeley, Dept Chem, Ctr New Direct Synth, Berkeley, CA 94720 USA

[2] Lawrence Berkeley Natl Lab, Div Chem Sci, Berkeley, CA 94720 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2002年 / 124卷 / 13期

关键词：

D O I：

10.1021/ja017351d

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An N-heterocyclic carbene complex was found to be the active catalyst in the Rh(I)-catalyzed intramolecular coupling of an alkenyl group to a C-H bond of a substituted benzimidazole. Kinetic studies demonstrated that the catalytic cyclization is zero-order in substrate and first-order in catalyst. Furthermore, DFT calculations with a model system suggest that the rate-limiting step involves insertion of the alkenyl double bond into the rhodium-carbene bond. Copyright © 2002 American Chemical Society.

引用

页码：3202 / 3203

页数：2

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