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A pyridine bridged dicarbene ligand and its silver(I) and palladium(II) complexes: synthesis, structures, and catalytic applications
Authors:David J. NielsenKingsley J. Cavell  Brian W. SkeltonAllan H. White
Affiliation:a School of Chemistry, University of Tasmania, G.P.O. Box 252-75, Hobart, Tasmania 7001, Australia
b Department of Chemistry, Cardiff University, P.O. Box 912, Cardiff CF10 3TB, UK
c Department of Chemistry, University of Western Australia, Nedlands, WA 6907, Australia
Abstract:The potentially tridentate ligand 2,6-bis[(3-methylimidazolium-1-yl)methyl]pyridine dibromide reacts readily with silver(I) oxide in dichloromethane or dimethylsulfoxide to give a dinuclear silver(I)-carbene complex that was isolated as the tetrafluoroborate salt. Single crystal X-ray crystallography shows that each silver(I) ion is bridged by two ligands bonding through the carbene donors. Treatment of the silver(I) complex with suitable palladium(II) precursors gave the complexes PdCl[(CNC)]BF4 and [PdMe(CNC)]BF4 (CNC=2,6-bis[(3-methylimidazolin-2-yliden-1-yl)methyl]pyridine), in which the pyridyl and both carbene moieties are coordinated to a single palladium(II). The palladium(II) complexes have been fully characterised, including X-ray crystallography, and exhibit good activities in the Heck coupling reaction of 4-bromoacetophenone and n-butyl acrylate.
Keywords:Palladium   Silver   Carbene complexes   Catalysis   Heck reaction
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