Abstract
Water-soluble phosphonate-functionalized triaryl phosphine ligands Na2[Ph2P(4-C6H4PO3)]·1.5H2O (4a), Na2[Ph2P(3-C6H4PO3)]·2H2O (4b), and Na2[Ph2P(2-C6H4PO3)]·2H2O (4c), were prepared in 54−56% yields by the transesterification and hydrolysis of the appropriate phosphonic acid diethyl ester precursors. The solubilities of 4a − c in water are compared and the spectroscopic properties studied in detail. The crystal structure of Na2[Ph2P(4-C6H4PO3)(H2O)3(CH3OH)]·CH3OH (monoclinic, P21/n, a = 6.4457(8) Å, b = 8.1226(8) Å, c = 46.351(3) Å, β = 92.902(8)°, Z = 4) shows a dimeric association via two bridging water molecules and four sodium ions. Reaction of 4a with PtCl2(PPh3)2 in a biphasic H2O/CH2Cl2 mixture gives cis- and trans-Na4[PtCl2{Ph2P(4-C6H4PO3)}2]· 3H2O. Palladium dichloride and 4a in H2O/benzene catalyzes the carbonylation of benzyl chloride to give phenylacetic acid (91%).

This publication has 56 references indexed in Scilit: