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

Chemical Science Pub Date: 2012-12-04 DOI: 10.1039/C2SC21754F

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
Recommended Literature