SYNTHESIS AND CHARACTERIZATION OF NEW N-(DIPHENYLPHOSPHINO)-NAPHTHYLAMINE CHALCOGENIDES: X-RAY STRUCTURES OF (1-NHC10H7)P(Se)Ph-2 AND Ph2P(S)OP(S)Ph-2

The reaction of 1-naphthylamine with one equivalent of chlorodiphenylphosphine in the presence of triethylamine gave the (1-NHC10H7)PPh2 (1) ligand. Refluxing of 1 with elemental sulfur or grey selenium in toluene (1:1 molar ratio) afforded (1-NHC10H7)P(S)Ph-2 (2) and (1-NHC10H7) P(Se) Ph2 (3), respectively. Moreover, the byproduct {Ph2P(S)}(2)O (4) was isolated from the reaction of 1 with elemental sulfur. Compounds 1-3 were identified and characterized by multinuclear (H-1, C-13, P-31, Se-77) NMR spectroscopy, mass spectrometry, and elemental analysis. Crystal structure determinations of 3 and 4 were carried out.