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Axial Coordination of NHC Ligands on Dirhodium(II) Complexes: Generation of a New Family of Catalysts

Alexandre F. Trindade, Pedro M. P. Gois*, Líus F. Veiros, Vânia André, M. Teresa Duarte, Carlos A. M. Afonso, Stephen Caddick and F. Geoffrey N. Cloke

*CQFM and CQE, Departamento de Engenharia Qumica e Biolgica, Complexo I, Instituto Superior Tcnico, Av. Rovisco Pais 1, 1049-001 Lisboa, Portugal, Email: pedrogoisist.utl.pt

A. F. Trindade, P. M. P. Gois, L. F. Veiros, V. André, M. T. Duarte, C. A. M. Afonso, S. Caddick, F. G. N. Cloke, J. Org. Chem., 2008, 73, 4076-4086.

DOI: 10.1021/jo800087n


Abstract

An efficient new methodology for the arylation of aldehydes is disclosed which uses dirhodium(II) catalysts and N-heterocyclic carbene (NHC) ligands. An N-heterocyclic carbene monocomplex of dirhodium(II) acetate was shown to be the most active catalyst and was particularly efficient in the arylation of alkyl aldehydes.

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Key Words

1,2-Addition


ID: J42-Y2008-1360