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HETEROCYCLES
An International Journal for Reviews and Communications in Heterocyclic ChemistryWeb Edition ISSN: 1881-0942
Published online by The Japan Institute of Heterocyclic Chemistry
Regular Issue
Vol. 16, No. 9, 1981
Published online:
■ Organopalladium (II) Complexes Containing Carbon-bonded Pyridine and Picoline as a Ligand: Preparation, Structures, and Reactions
Kiyoshi Isobe and Shinichi Kawaguchi*
*Department of Chemistry, Faculty of Science, Osaka University, Toyonaka, Osaka 560-8531, Japan
Abstract
Oxidative addition reactions of monohalopyridines, 2,6-dichloropyridine, 2-chloropyrazine, and 2-chlorobenzothiazole as well as 2- and 3-chloromethylpyridines with tetrakis(triphenylphosphine)palladium(0) gave [PdX(R) (PPh3)]2 or [PdX(R) (PPh3)2] depending on the nature of the carbon-bonded heterocycles R. Most of these novel organopalladium(II) complexes were characterized by the analytical, molecular-weight, and IR data together with the 1H and 13C NMR spectroscopy. The molecular structures of some pyridyl and picolyl complexes were determined by X-ray analysis to reveal the novel C,N-bridging modes of the 2-pyridyl and 2-picolyl ligands. Reactions of these complexes with carbon monoxide and other reagents were examined. The pyridyl complexes catalyze the cross coupling reactions between halopyridines and methylmagnesium bromide.