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Issue 3, 2013
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Fe-catalysed Kumada-type alkyl–alkyl cross-coupling. Evidence for the intermediacy of Fe(I) complexes

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Abstract

A novel Fe–NHC catalytic system allows the alkylalkyl 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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Publication details

The article was received on 15 Oct 2012, accepted on 29 Nov 2012 and first published on 04 Dec 2012


Article type: Edge Article
DOI: 10.1039/C2SC21754F
Citation: 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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