Reactions of ?-Allylic Palladium Intermediates with Amines

Article abstract of DOI:10.1021/jo01306a009

Several dimeric ?-allylic palladium chloride complexes have been prepared by addition of aryl-, hydrido-, and (carbomethoxy)palladium chlorides, prepared in situ, to various conjugated dienes.Stoichiometric reactions of several of these complexes with secondary amines were carried out and the influence of added ligands and changes in the anions in the complexes on the reactions were noted.The stoichiometric reactions were then compared to similar catalytic reactions.The evidence suggests that the products formed in the palladium-catalyzed reactions of aryl iodides and bromides with conjugated dienes and secondary amines to form arylated dienes and allylic amines involve ?-allylic palladium complexes as intermediates.