Australian Journal of Chemistry Australian Journal of Chemistry Society
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Metal Complexes of an Ionic Liquid-Derived Carbene

Marcus L. Cole A B , Matthew R. Gyton A and Jason B. Harper A
+ Author Affiliations
- Author Affiliations

A School of Chemistry, University of New South Wales, Sydney, NSW 2052, Australia.

B Corresponding author. Email: m.cole@unsw.edu.au

Australian Journal of Chemistry 64(8) 1133-1140 https://doi.org/10.1071/CH11227
Submitted: 3 June 2011  Accepted: 16 June 2011   Published: 19 August 2011

Abstract

A range of metal carbene complexes containing the ionic liquid-derived N-heterocyclic carbene (NHC) 1-nbutyl-3-methylimidazol-2-ylidene (IBuMe, 1) have been prepared by (i) direct ligand substitution using the free NHC ([Mo(CO)5(IBuMe)] 2), (ii) transmetallation using the silver salt [AgCl(IBuMe)] (3) ([RhCl(NBD)(IBuMe)] (4) and [IrCl(COD)(IBuMe)] (5), NBD = 2,5-norbornadiene, COD = 1,5-cyclooctadiene) and (iii) direct reaction of a metal acetate with the hydrochloride salt of 1 (trans-[PdCl2(IBuMe)] (6)). The dicarbonyl cis-[RhCl(CO)2(IBuMe)] (7) has been prepared by diene substitution under a carbon monoxide atmosphere. The molecular structures of 2, 4, 5 and 6 are reported and the sigma donation and steric properties of 1 are discussed relative to those of common imidazol-2-ylidene ligands.


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