Intra- and intermolecular hydrogen bonds in [Ag(PPh 3) 3(HL)] complexes [H 2L: H 2xspa = 3(aryl)-2-sulfanylpropenoic acids; H 2cpa = 2-cyclopentylidene-2-sulfanylacetic acid

Abstract

Compounds of the type [Ag(PPh 3) 3(HL)] {H 2 x spa=3(aryl)-2-sulfanylpropenoic acids: x = Clp [3-(2-chlorophenyl)-], -o-mp [3-(2-methoxyphenyl)-], -p-mp [3-(4-methoxyphenyl)-], -o-hp [3-(2-hydroxyphenyl)-], -p-hp [3-(4-hydroxyphenyl-); H 2cpa = 2-cyclopentylidene-2-sulfanylacetic acid} were synthesized and characterised by IR and NMR ( 1H 13C and 31P) spectroscopy and by FAB mass spectrometry. The crystal structures of [Ag(PPh 3) 3(HClpspa)], [Ag(PPh 3) 3(H- o-mpspa)], [Ag(PPh 3) 3(H- p-mpspa)] and [Ag(PPh 3) 3(Hcpa)] reveal the presence of discrete molecular units containing an intramolecular O–H···S hydrogen bond between the S atom and one of the O atoms of the COOH group. This intramolecular hydrogen bond remains in [Ag(PPh 3) 3(H- o-hpspa)]·EtOH and [Ag(PPh 3) 3(H- p-hpspa)] but in both cases polymeric structures are built on the basis of O–H···O interactions that involve the –OH substituent of the phenyl group of the sulfanylpropenoate fragment.