Electrochemical and Spectroscopic Study of 4-(Phenyldiazenyl) (Hydroxymethyl)Methyl]Aminomethylene}Cyclohexa-3,5 Mechanism of the Azo and Imine Electroreduction

Abstract

Newly synthesized 4-(phenyldiazenyl)-2-{[tris(hydroxymethyl)methyl] aminomethylene} cyclohexa-3,5-dien-1(2H)-one was characterized by elemental analysis, FT-IR, NMR, electronic spectra, voltammetry. Tautomeric equilibrium of 4-(phenyldiazenyl)-2-{[tris(hydroxymethyl) methyl]aminomethylene}cyclohexa-3,5- dien-1(2H)-one in DMSO<inf>d</inf> is supported by 1H NMR data. The nature of electrochemical process of 4-(phenyldiazenyl)-2-{[tris(hydroxymethyl) methyl]aminomethylene}cyclohexa-3,5-dien-1(2H)-one in Britton-Robinson buffer (pH 2-9) was studied on the HMDE by square-wave (SWV), adsorptive stripping square-wave (AdSWV) and cyclic voltammetry (CV). The electrochemical parameters (I<inf>p</inf>/E<inf>p</inf>, I<inf>p</inf>/v<inf>p</inf>, I<inf>p</inf>/pH, I<inf>p</inf>/t<inf>acc</inf>) of the compound were determined. ©2005 Sociedade Brasileira de Química.