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Issue 35, 2009
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Expanded ring and functionalised expanded ring N-heterocyclic carbenes as ligands in catalysis

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Abstract

The synthesis of new functionalised 6- and 7-membered NHC (N-heterocyclic carbene) precursors bearing anisidyl or pyridine N-substituents, both symmetrically and non-symmetrically substituted is reported. Their corresponding rhodium(I) and iridium(I) complexes, M(COD)(NHC)Cl, were also prepared and characterised. The unusual Rh(III)/Rh(I) salt, [Rh(η2-NHC-py)2Cl2][Rh(COD)Cl2], was obtained with one of the pyridyl-functionalised NHC ligands. Single-crystal X-ray analyses have been obtained for the majority of the complexes and NHC salts. The activity of these complexes was tested in the hydrogenation of a range of substrates with molecular hydrogen, including 1-cyclooctadiene and 2-methyl styrene, where they show enhanced activity and stability in comparison to non-functionalised NHC analogues, operating under exceptionally mild conditions (ambient temperature and atmospheric pressure).

Graphical abstract: Expanded ring and functionalised expanded ring N-heterocyclic carbenes as ligands in catalysis

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Publication details

The article was received on 18 May 2009, accepted on 26 Jun 2009 and first published on 21 Jul 2009


Article type: Paper
DOI: 10.1039/B909834H
Citation: Dalton Trans., 2009,0, 7099-7112
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    Expanded ring and functionalised expanded ring N-heterocyclic carbenes as ligands in catalysis

    A. Binobaid, M. Iglesias, D. J. Beetstra, B. Kariuki, A. Dervisi, I. A. Fallis and K. J. Cavell, Dalton Trans., 2009, 0, 7099
    DOI: 10.1039/B909834H

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