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Issue 27, 2015
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Iron catalysed Negishi cross-coupling using simple ethyl-monophosphines

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Abstract

Monophosphines prepared by iron catalysed hydrophosphination have been used as pro-ligands in iron catalysed Negishi cross-coupling of alkyl bromides and diphenyl zinc reagents. The cross-coupling has been investigated with monophosphines with varying electronic properties and we find the simplest, unsubstituted phosphine to offer the optimum reaction conditions (both in terms of yield of diarylmethane product and cost-effectiveness of the phosphine). In situ catalyst generation from monophosphine and FeCl2 was used in catalysis; however, preparation of a discrete homonuclear iron complex was also achieved and this four-coordinate iron-phosphine complex was isolated and used in catalysis.

Graphical abstract: Iron catalysed Negishi cross-coupling using simple ethyl-monophosphines

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Supplementary files

Article information


Submitted
10 Jan 2015
Accepted
23 Feb 2015
First published
24 Feb 2015

Dalton Trans., 2015,44, 12189-12195
Article type
Paper

Iron catalysed Negishi cross-coupling using simple ethyl-monophosphines

C. A. Brown, T. A. Nile, M. F. Mahon and R. L. Webster, Dalton Trans., 2015, 44, 12189
DOI: 10.1039/C5DT00112A

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