Issue 3, 2013
From the journal:

Chemical Science

Fe-catalysed Kumada-type alkyl–alkyl cross-coupling. Evidence for the intermediacy of Fe(i) complexes†

Manuel Guisán-Ceinos,a   Francisco Tato,a   Elena Buñuel,a   Paloma Calleb  and  Diego J. Cárdenas*a  

* Corresponding authors

a Departamento de Química Orgánica, Facultad de Ciencias, Universidad Autónoma de Madrid, Spain
E-mail: diego.cardenas@uam.es
Fax: +34 914973966
Tel: +34 914974358

b Departamento de Química Física Aplicada, Facultad de Ciencias, Universidad Autónoma de Madrid, Spain

Abstract

A novel Fe–NHC catalytic system allows the alkyl–alkyl cross-coupling reaction of alkyl halides and alkylmagnesium reagents has been developed. To our knowledge, this is the first Fe-catalysed Kumada-type coupling for the formation of C(sp3)–C(sp3) bonds in the presence of functional groups. The process takes place under mild conditions, avoiding the formation of β-elimination products. Mechanistic studies suggest the intermediacy of Fe(I) complexes, formed by reduction with the Grignard reagent, as the active species.

Graphical abstract: Fe-catalysed Kumada-type alkyl–alkyl cross-coupling. Evidence for the intermediacy of Fe(i) complexes

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Article information

DOI
https://doi.org/10.1039/C2SC21754F
Article type
Edge Article
Submitted
15 Oct 2012
Accepted
29 Nov 2012
First published
04 Dec 2012

Chem. Sci., 2013,4, 1098-1104

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Fe-catalysed Kumada-type alkyl–alkyl cross-coupling. Evidence for the intermediacy of Fe(I) complexes

M. Guisán-Ceinos, F. Tato, E. Buñuel, P. Calle and D. J. Cárdenas, Chem. Sci., 2013, 4, 1098 DOI: 10.1039/C2SC21754F

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