Synthesis and characterization of palladium(II) and platinum(II) metal complexes with iminophosphine ligands: X-ray crystal structures of platinum(II) complexes and use of palladium(II) complexes as pre-catalysts in Heck and Suzuki cross-coupling reactions

Abstract

The reactions of N-(2(diphenylphosphino) benzylidene) (phenyl) methanamine, Ph2PPhNHCH2-C5H4N, 1 and N-(2-(diphenylphosphino) (benzylidene) (thiophen-2-yl) methanamine, Ph2PPhNHCH2-C4H3S, 2 with MCl2(cod) and MCl(cod)Me (M = Pd, Pt; cod = 1,5-cyclooctadiene) yield the new complexes [M(Ph2PPhNHCH2-C5H4N)Cl2], M = Pd1a, Pt1b, [M(Ph2PPhNHCH2-C5H4N)ClMe], M = Pd1c, Pt 1d, [M(Ph2PPhNHCH2-C4H3S)Cl2], M = Pd2a, Pt 2b, and [M(Ph2PPhNHCH2-C4H3S)ClMe], M = Pd2c, Pt 2d, respectively. The new compounds were isolated as analytically pure crystalline solids and characterized by 31P-, 1H-NMR, IR spectroscopy, electro spray ionization-mass spectrometry (ESI-MS) and elemental analysis. The representative solid-state molecular structures of the platinum complexes 1b and 2b were determined using single crystal X-ray diffraction analysis and revealed that the complexes exhibit a slightly distorted square-planar geometry. Furthermore, the palladium complexes were tested as potential catalysts in the Heck and Suzuki cross-coupling reactions.