Synthesis and characterization of water-soluble palladium(II)-functionalized diphosphine complexes

Water-soluble functionalized bis(phosphine) ligands L (a–h) of the general formula CH2(CH2PR2)2, where for a: R = (CH2)6OH; b–g: R = (CH2)nP(O)(OEt)2, n = 2–6 and n = 8; h: R = (CH2)3NH2 (Scheme 1), have been prepared photochemically by hydrophosphination of the corresponding 1-alkenes with H2P(CH2)3PH2. Water-soluble palladium complexes cis-[Pd(L)(OAc)2] (1–8) were obtained by the reaction of Pd(OAc)2 with the ligands a–h in a 1:1 mixture of dichloromethane:acetonitrile. The water-soluble phosphine ligands and their palladium complexes were characterized by IR, 1H and 31P NMR. A crystallographic study of complex 1 shows that the Pd(II) ion has a square planar coordination sphere in which the acetate ligands and the diphosphine ligand deviate by less than 0.12 Å from ideal planar.

Water-soluble functionalized bis(phosphine) ligands L (a–h) of the general formula CH2(CH2PR2)2 where L is (a: R = (CH2)6OH; b–g: R = (CH2)n P(O)(OEt)2, n = 2–6 and n = 8; h: R = (CH2)3NH2 have been prepared photochemically by hydrophosphination of the corresponding 1-alkenes with H2P(CH2)3PH2. Water-soluble palladium complexes cis-[Pd(L)(OAc)2] were obtained by the reaction of Pd(OAc)2 with the ligands L in dichloromethane–acetonitrile. A crystallographic study of complex 1 shows that the PdII) ion has a square planar coordination sphere in which the acetate ligands and the diphosphine ligand deviate by less than 0.12 Å from ideal planar.Figure optionsDownload as PowerPoint slide