Synthetic, spectroscopic, X-ray structural and antimicrobial studies of 1,3-dithia-2-stibacyclopentane derivatives of phosphorus based dithiolato ligands

Some mixed 1,3-dithia-2-stibacyclopentane derivatives with phosphorus based dithiolato ligands of the types SCH2CH2SS¯bS(S)POGO¯ {where G = CH(Me)CH(Me) and C(Me)2C(Me)2} and SCH2CH2SS¯bS(S)P(OR)2 {where R = Prn, Bun and Ph} have been synthesized by the reaction of 2-chloro-1,3-dithia-2-stibacyclopentane and the ammonium/sodium salt of the corresponding phosphorus based ligands in an equimolar ratio in anhydrous benzene solution. These yellow crystalline solid/semi-solid derivatives have been characterized by elemental analysis (C, H, S and Sb), molecular weights, melting point as well as spectral [UV, IR and NMR (1H, 13C and 31P)] studies. Single crystal X-ray diffraction analyses of 1,3-dithia-2-stibacyclopentane 2,3-butylenedithiophosphate revealed a monodentate mode of bonding of the dithiophosphate ligand in the complex. The free ligands and their antimony(III) complexes have also been screened for their antibacterial and antifungal activities.

Mixed 1,3-dithia-2-stibacyclopentane derivatives with phosphorus based dithiolato ligands of the types SCH2CH2SS¯bS(S)POGO¯ {where G = CH(Me)CH(Me) and C(Me)2C(Me)2} and SCH2CH2SS¯bS(S)P(OR)2 {where R = Prn, Bun and Ph} have been synthesized and characterized by physico-chemical and spectral [UV, IR, NMR (1H, 13C and 31P)] methods. The antimicrobial activities of these complexes were found in vitro against a number of microorganisms by the disc diffusion method and they were found to be better antimicrobial agents than the tested standard antibiotics (chloroamphenicol and terbinafin). The single crystal X-ray diffraction analysis of 1,3-dithia-2-stibacyclopentane 2,3-butylenedithiophosphate revealed a monodentate mode of bonding of the dithiophosphate ligand in the complex.Figure optionsDownload as PowerPoint slide