Axial coordination of NHC ligands on dirhodium(II) complexes: Generation of a new family of catalysts

Trindade, Alexandre F, Gois, Pedro M P, Veiros, Luis F, Andre, Vania, Duarte, M. Teresa, Carlos A. M., Afonso, Caddick, Stephen and Cloke, F Geoffrey N (2008) Axial coordination of NHC ligands on dirhodium(II) complexes: Generation of a new family of catalysts. Journal of Organic Chemistry, 73 (11). pp. 4076-4086. ISSN 0022-3263

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Abstract

An efficient new methodology for the arylation of aldehydes is disclosed which uses dirhodium(II) catalysts and N-heterocyclic carbene (NHC) ligands. Complexes of Rh-2(OAc)(4) with one and two NHCs attached on the axial positions were successfully isolated, fully characterized, and used as catalysts in the reaction. The saturated monocomplex ((NHC 5)Rh-2(OAc)(4)) 31 was shown to be the most active catalyst and was particularly efficient in the arylation of alkyl aldehydes. DFT calculations support participation of complexes with one axial NHC in the reaction as the catalysts active species and indicate that hydrogen bonds involving dirhodium unit, reactants, and solvent (alcohol) play an important role on the reaction mechanism.

Item Type: Article
Schools and Departments: School of Life Sciences > Chemistry
Depositing User: EPrints Services
Date Deposited: 06 Feb 2012 18:19
Last Modified: 30 Nov 2012 16:59
URI: http://sro.sussex.ac.uk/id/eprint/15743
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