Issue 40, 2016

The influence of the ligand chelate effect on iron-amine-catalysed Kumada cross-coupling

Abstract

The application of a variety of iron complexes with chelating amine ligands as pre-catalysts in the representative cross-coupling of 4-tolylmagnesium bromide with cyclohexyl bromide was investigated. The results from this study indicate the performance of the pre-catalyst is inversely proportional to the strength of the chelate or macrocyclic effect of the amine ligand, as determined by the propensity of the ligand to be displaced from the iron centre by reaction with excess benzyl magnesium chloride. The findings from this study are consistent with a catalytic cycle wherein the chelating amine ligand is not coordinated to the iron centre during turnover.

Graphical abstract: The influence of the ligand chelate effect on iron-amine-catalysed Kumada cross-coupling

Supplementary files

Article information

Article type
Paper
Submitted
09 พ.ค. 2559
Accepted
15 มิ.ย. 2559
First published
16 มิ.ย. 2559
This article is Open Access
Creative Commons BY license

Dalton Trans., 2016,45, 15811-15817

Author version available

The influence of the ligand chelate effect on iron-amine-catalysed Kumada cross-coupling

R. B. Bedford, P. B. Brenner, D. Elorriaga, J. N. Harvey and J. Nunn, Dalton Trans., 2016, 45, 15811 DOI: 10.1039/C6DT01823H

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