Electrochemical and spectroscopic study of 4-(phenyldiazenyl)-2-{[tris(hydroxymethyl)methyl]aminomethylene}cyclohexa-3,5-dien-1(2H)-one. Mechanism of the azo and imine electroreduction


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Cakir S., Bicer E., Odabasoglu M., Albayrak C.

JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY, vol.16, no.4, pp.711-717, 2005 (Journal Indexed in SCI) identifier identifier

  • Publication Type: Article / Article
  • Volume: 16 Issue: 4
  • Publication Date: 2005
  • Doi Number: 10.1590/s0103-50532005000500005
  • Title of Journal : JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY
  • Page Numbers: pp.711-717
  • Keywords: 4-(phenyldiazenyl)-2-{[tris(hydroxymethyl)methyl]aminomethylene}cyclohexa-3,5-dien-1(2H)-one, FT-IR, electronic spectra, voltammetry, POLAROGRAPHIC-REDUCTION, TAUTOMERISM, COMPLEX

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 DMSOd is supported by H-1 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-p/E-p, I-p/v, I-p/pH, Ip/t(acc)) of the compound were determined.