Silver(I) interaction and complexation with sterically hindered sulfur-containing diphenol derivatives

摘要

The interaction between silver(I) ions with 3,5-di(tert-butyl)-1,2-benzenediol (I) and sulfur-containing derivatives of sterically hindered diphenols: 4,6-di(tert-butyl)-3-(2-hydroxyethylsulfanyl)-1,2-benzenedioI (II), 2-(2,5-dihydroxyphenylsulfanyl)acetic acid (III), 2-(2,5-dihydroxy-3,4,6-trimethylphenylsulfanyl)acetic acid (IV), 2-[4,6-di(tert-butyl)-2,3 -dihydroxyphenyl sulfanyl] acetic acid (V), 5,7-di(tert-butyl)-8-hydroxy-2,3-dihydro-1,4-benzoxathiin-2-one (VI), 3-[4,6-di(tert-butyl)-2,3-dihydroxyphenylsulfanyl]-2-methyl-carboxyamidopropanoic acid (VII) was studied. A competition of redox process and complexation is possible when these organic compounds interact with silver(I) ions. I-IV, VI and VII were found to reduce Ag(I) to Ag(0), silver sol formation being possible under certain conditions. The sols were examined by TEM and optical spectroscopy methods. The interaction of V with silver(I) ions is not accompanied by a redox reaction, the latter being hindered by complexation. The complexation was studied by potentiometric titration, and the complex of V with Ag(I) was characterized by the means of X-ray powder diffraction, elemental analysis, TG/DTA and IR spectroscopy. The antimicrobial activities of V and its Ag(I) complex, evaluated by minimum inhibitory concentration (MIC), were also tested. (c) 2005 Elsevier Ltd. All rights reserved.