Use of Pt/M(upd) (M = Pb, Tl, Bi) modified electrodes to the catalytic electroreduction of heterocyclic nitro compounds—II. 2-Nitro and 4-nitroimidazole

✍ Scribed by C. Hasiotis; G. Kokkinidis

• Publisher: Elsevier Science
• Year: 1992
• Tongue: English
• Weight: 665 KB
• Volume: 37
• Category: Article
• ISSN: 0013-4686
• DOI: 10.1016/0013-4686(92)85061-o

✦ Synopsis

Ah&act-The electrochemical reduction of Znitro and Cnitroimidaxole has been investigated in aqueous acid, alkaline and intermediate pH bul%r solutionsusing as cathodes mercury and Pt/M(rrpd) electrodes. Both compounds undergo four-electron reduction in weakly acid and neutral solutions. In alkaline solutions, a six-electron reduction occurs my.

In strongly acidic solutions, 24troimidaxok undergoes two-electron reduction, which yields the NJVdihydroxyamine derivative (the hydrated form of the corresponding nitroso compound). The protonated form of this compound is stabili& by two intramolecular hydrogen bonds. A general naction scheme is proposed for the reduction of 2-nitroimidazole (axomycin) taking into account various protonation equilibria of reactants and intermediates.