The reaction of 1-naphthylamine with two equivalents of chlorodiphenylphosphine in the presence of triethylamine gave the ligand C 10 H 7 -1-N(PPh 2 ) 2 (1). Reaction of 1 with PdCl 2 (CH 3 CN) 2 or PtCl 2 (cod) (1:1 molar ratio) afforded the complexes cis-[PdCl 2 1012 1-N(PPh 2 ) 2 }] (2) and cis-[PtCl 2 {C 10 H 7 -1-N(PPh 2 ) 2 }] (3), respectively. Compounds 1-3 were identified and characterized by multinuclear NMR ( 1 H, 13 C, 31 P NMR) and IR spectroscopy. Crystal structure determinations of complexes 2 and 3 were carried out.
N,N-bis(diphenylphosphanyl)-1-naphthylamine (1):Chlorodiphenylphosphine (4.89 g, 22.20 mmol) was added dropwise to a solution of 1-naphthylamine (1.95 g, 11.10 mmol) and triethylamine (2.25 g, 22.20 mmol) in THF (100 mL) at room temperature with vigorous stirring. After completion of the addition, the reaction mixture was stirred at room temperature for 12 h. Afterwards, the white precipitate (triethylamine hydrogen chloride) was filtered off through a sintered Schlenk tube. The volume was reduced to 50 mL, the reaction mixture was cooled to 0°C, and a white solid was obtained that was recrystallized from a 1:4 dichloromethane/n-hexane solution (v/v) at 0°C to give the product as colorless crystals in 85 % yield. M.p. 121-122°C. 1 H NMR (400.13 MHz, CDCl 3 ): δ = 6.60-8.10 (m, 27, C 10 H 7 and 4C 6 H 5 ) ppm.