Issue 20, 2011

Well-defined [Rh(NHC)(OH)] complexes enabling the conjugate addition of arylboronic acids to α,β-unsaturated ketones

Abstract

The synthesis and catalytic activity of three well-defined monomeric rhodium(I) hydroxide complexes bearing N-heterocyclic carbene (NHC) ligands are reported. [Rh(cod)(ICy)(OH)] promoted the 1,4-addition of arylboronic acids to cyclic enones, with TONs and TOFs of 100,000 and 6,600 h−1, respectively, at 0.001 mol% catalyst loadings. Mechanistic studies permitted the isolation of a phenylrhodium intermediate.

Graphical abstract: Well-defined [Rh(NHC)(OH)] complexes enabling the conjugate addition of arylboronic acids to α,β-unsaturated ketones

Article information

Article type
Paper
Submitted
13 Jun 2011
Accepted
15 Jul 2011
First published
22 Aug 2011

Org. Biomol. Chem., 2011,9, 7038-7041

Well-defined [Rh(NHC)(OH)] complexes enabling the conjugate addition of arylboronic acids to α,β-unsaturated ketones

B. J. Truscott, G. C. Fortman, A. M. Z. Slawin and S. P. Nolan, Org. Biomol. Chem., 2011, 9, 7038 DOI: 10.1039/C1OB06112G

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