Group 10B metal chlorides and chalcogenide derivatives of 2-(N-(diphenylphosphino)amino)-4-methylpyridine: Application of Pd(??) derivative as pre-catalyst in the Suzuki cross-coupling reaction

Oxidation of 2-(N-(diphenylphosphino)amino)-4-methylpyridine (1) with elemental sulfur or gray selenium afforded the corresponding sulfide and selenide (4-CH3)C6H3N-2-NH(P(E)Ph2) [E=S(2), Se(3)], respectively. The reaction of 1 with group-10B metal chlorides afforded cis-MCl2[1-?2P,Npy][M=Pd(4), Pt(5)], and the side product trans-PdCl2[(4-CH3)C6H3N-2-NH(P(O)Ph2)-?Npy]2 (6), respectively. Compounds 1?5 have been isolated and characterized by multinuclear NMR spectroscopy (1H, 13C, 31P NMR), infrared, and elemental analysis. Crystal- structure determinations were performed on 2, 5, and 6. The role of 4 as a pre-catalyst in the Suzuki cross- coupling reaction was additionally studied