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Synthese,spektroskopische Charakterisierung und bakterizide Wirksamkeit neuer Organylbis(thiophenolato)bismut(III)-Komplexe
Institution:1. CarMeN Laboratory, INRA, UMR1397, Université Lyon 1, INSERM U1060, INSA-Lyon, F-69621 Villeurbanne, France;2. UMR1253 Science et Technologie du Lait et de l''Œuf, AGROCAMPUS OUEST, INRA, F-35000 Rennes, France;3. UMR1331 Toxalim, Group of Neuro-Gastroenterology and Nutrition, INRA, F-31027 Toulouse, France
Abstract:New Organobis(thiophenolate)bismuth(III) derivatives C6H5Bi(SC6H4Cl-p)2 (I), Ch3Bi(SC6H4NH2-p)2 (II) and CH3AS(SC6H4NH2-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 CH3Bi(SC6H4NH2CH3-p2]2+ (I)2 (IV). Treating IV with adequate amounts of AgNO3 or TINO3 yields the analogous nitrate derivative CH3Bi(SC6H4NH2CH3-p)2]2+ (NO3)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.
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