Mechanism of Rhodium-catalyzed Carbene Formation from Diazo Compounds

Overview

Journal Org Lett

Publisher American Chemical Society

Specialties Biochemistry
Chemistry

Date 2007 Apr 6

PMID 17408276

Citations 4

Authors

Freeman M Wong

Jianbo Wang

Alvan C Hengge

Weiming Wu

Affiliations

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Abstract

[reaction: see text] 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 N2. The large magnitude of the KIE indicates extensive C-N bond fission in the transition state.

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