Mechanism of rhodium-catalyzed carbene formation from diazo compounds

被引：51

作者：

Wong, Freeman M. ^{[1
]}

Wang, Jianbo

Hengge, Alvan C.

Wu, Weiming

机构：

[1] San Francisco State Univ, Dept Chem & Biochem, San Francisco, CA 94132 USA

[2] Utah State Univ, Dept Chem & Biochem, Logan, UT 84322 USA

[3] Peking Univ, Coll Chem, Key Lab Bioorgan Chem & Mol Engn, Minist Educ, Beijing 100871, Peoples R China

来源：

ORGANIC LETTERS | 2007年 / 9卷 / 09期

关键词：

D O I：

10.1021/ol070345n

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A large and normal nitrogen-15 kinetic isotope effect of 1.035 +/- 0.003 provides direct support for the proposed mechanism for the rhodium-catalyzed carbene formation from diazo compounds, which involves the fast formation of a metal-diazo complex followed by rate-limiting extrusion of N(2). The large magnitude of the KIE indicates extensive C-N bond fission in the transition state.

引用

页码：1663 / 1665

页数：3

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