Electrochemistry of 3,4-diphenyl-1,2,5-thiadiazole 1,1-dioxide (I) and its derivatives in ethanol—acetonitrile solutions and interactions of the dianion of I with metal cations

✍ Scribed by J.A. Caram; M.V. Mirífico; E.J. Vasini

• Publisher: Elsevier Science
• Year: 1994
• Tongue: English
• Weight: 728 KB
• Volume: 39
• Category: Article
• ISSN: 0013-4686
• DOI: 10.1016/0013-4686(94)85109-3

✦ Synopsis

Ah&met-The equilibrium between I and the product restthing from the addition of ethanol to one of its C-N double bonds: 3-ethoxy-3,4-diphenyl-lJ,Qhiadisxohne 1,ldioxide (II), is studied by electrochemical methods in ethanol (EtOH)-acetonitrile (ACN) solvent mixtures. The equilibrium constant is measured and a complete mechanism for the electroreduction of I and II in ACN solutions containing EtOH is proposed. The voltammetric properties of the newly synthesixed compound 3-ethoxy-2-methyl-3,4-diphenyl-1,2,5-thiadiaxoline 1,ldioxide (IV) are also reported. A stabilization of the dianion of I by alkali-metal cations, such as K+, Na+ and Li+, and divalent cations (Sr'+ and Mgx+) is voltammetrically measured. Equilbrium constants are estimated and compared for the interaction of I*-and the alkali-metal cations in ACN solutions of I.