Synthese, spektroskopische Charakterisierung und bakterizide Wirksamkeit neuer Organylbis(thiophenolato)bismut(III)-Komplexe

Abstract

New Organobis(thiophenolate)bismuth(III) derivatives C 6H 5Bi(SC 6H 4Cl- p) 2 (I), Ch 3Bi(SC 6H 4NH 2- p) 2 (II) and CH 3AS(SC 6H 4NH 2- p) 2 (III) can be prepared by the reaction of phenyldibromobismuth(III), methyldibromobismuth(III) and -arsenic(III), respectively, with stoichiometric amounts of lithium- p-chlorothiophenolate (for I), and lithium- p-aminothiophenolate. II reacts with an excess of iodomethane to form the bis(mercaptoanilinium) complex [CH 3Bi(SC 6H 4NH 2CH 3- p 2] 2+ (I −) 2 (IV). Treating IV with adequate amounts of AgNO 3 or TINO 3 yields the analogous nitrate derivative [CH 3Bi(SC 6H 4NH 2CH 3- p) 2] 2+ (NO 3 −) 2 (V). The new compounds were characterized by elemental analysis, 1H NMR, IR and mass spectroscopy and some of the compounds were also characterized by vapour pressure molecular weight osmometry too. The microbiological effect of the organometallic arsenic(III)- and bismuth(III)-bis(thiolates) I-IV was studied, the bismuth compounds generally inhibited bacterial growth more than the arsenic derivative. The aminothiophenolate complexes II and IV in particular were not inferior to the well-known organothiolatomercury(II) complexes with regard to their inhibition of bacterial growth. The hydrophilic mercaptoanilinium derivative IV has potential as a novel bactericide.