Imine Palladacycles: Synthesis, Structural Analysis and Application in Suzuki-Miyaura Cross Coupling in Semi-Aqueous Media

Treatment of the imines a-c with palladium(II) acetate in acetic acid yielded the mu-acetate dinuclear complexes 1a-c, which readily reacted with sodium chloride or bromide to provide mu-halide analogues. The reaction of the latter with nitrogen, phosphorus and oxygen donor nucleophiles yielded new imine palladacycles following the cleavage of the Pd2X2 unit. The complexes were fully characterized by microanalysis, H-1, C-13 and P-31 NMR spectroscopies, as appropriate. The compounds were applied as catalysts in the Suzuki-Miyaura coupling reaction in aqueous and semi-aqueous media.