Electrochemical and Spectroscopic Study of 4-(Phenyldiazenyl)-2-{tris- (hydroxymethyl)methylaminomethylene}cyclohexa-3,5-dien-1(2H)-one. Mechanism of the Azo and Imine Electroreduction

摘要

O composto 4-(fenildiazenil)-2-{[tris(hidroximetil)metil]aminometileno}ciclohexa-3,5-dien-ud1(2H)-ona foi sintetizado e caracterizado por an?lise elementar, espectroscopia infravermelho,udresson?ncia magn?tica nuclear, espectro eletr?nico e voltametria c?clica. O equil?brio tautom?rico do 4-(fenildiazenil)-2-{[tris(hidroximetil)metil]aminometileno} ciclohexa-3,5-dien-1(2H)-ona emdimeteilsulf?xido deuterado ? comprovado por dados de 1H RMN. A natureza do processo eletroqu?mico do 4-(fenildiazenil)-2-{[tris(hidroximetil)metil]aminometileno} ciclohexa-3,5-dien-1(2H)-ona em solu??o tamp?o de Britton-Robinson (pH 2-9) foi estudada com o eletrodo gotejante de merc?rio utilizando voltametria de onda quadrada, onda quadrada adsortiva e voltametria c?clica. Os par?metros eletroqu?micos do composto (Ip/Ep, Ip/v, Ip/pH, Ip/t acc) foram determinados. 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 dis 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 (Ip/Ep,Ip/v,Ip/pH,Ip/tacc) of the compound were determined.