Investigation of the electrochemical reduction mechanism of 1-[N-(2-pyridyl)aminomethylidene]-2(1H)-naphthalenone (PN)

Gokmese F., Gokmese E., Solak A., Isiklan M., Kilic Z.

JOURNAL OF ELECTROANALYTICAL CHEMISTRY, vol.581, no.1, pp.46-53, 2005 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 581 Issue: 1
  • Publication Date: 2005
  • Doi Number: 10.1016/j.jelechem.2005.04.008
  • Journal Name: JOURNAL OF ELECTROANALYTICAL CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.46-53
  • Keywords: Schiff base, electrodimerization, cyclic voltammetry, digital simulation, SCHIFF-BASES, ELECTRON-TRANSFER, CARBON ELECTRODES, PHOTOCHROMISM, TAUTOMERISM, SALICYLIDENEANILINE, KINETICS, BINDING
  • Ankara University Affiliated: No

Abstract

The electrochemical reduction mechanism of 1-[N-(2-pyridyl)aminomethylidene]-2(1H)-naphthalenone (PN) was investigated by using various electrochemical techniques in 0.1 M tetrabutylammonium tetrafluoroborate (TBATFB) in acetonitrile at glassy carbon (GC) electrode. The number of electrons transferred and diffusion coefficient of the compound were estimated by using an ultra-microelectrode (UME). PN has two reduction peaks in a cyclic voltammogram. Each of them corresponds to a one-electron transfer. In this medium and at the GC electrode surface, the first peak was observed at about - 1.8 V (vs. Ag/Ag+) which is more stable and well defined compared to the second peak. It was determined by using cyclic voltammetry that PN is electroreduced by an EC mechanism. It was also explained by multicycle CV experiments and a dopamine test as well as by Raman spectroscopy that the homogenous chemical reaction is dimerization. The EC mechanism was also examined and the kinetics of this process were calculated by digital simulation. (c) 2005 Elsevier B.V. All rights reserved.