Electrochemical behaviour of 1-{[(3-halophenyl)imino]methyl}-2-naphthol Schiff bases on graphite electrodes

Polat, Kamran; Uçar, Mustafa; Aksu, M. Levent; Ünver, Hüseyin
July 2004
Canadian Journal of Chemistry;Jul2004, Vol. 82 Issue 7, p1150
Academic Journal
An electrochemical study of the reduction of 1-{[(3-halophenyl)imino]methyl}-2-naphthol compounds on graphite electrodes was carried out. All the compounds were dissolved in a 1:4 (volume fraction) mixture of tetrahydrofuran (THF) and methanol. NaClO4 (0.1 mol L–1) was used as the supporting electrolyte. Cyclic voltammetry, chronoamperometry, constant-potential coulometry (bulk electrolysis), and constant-potential preparative electrolysis were employed. The cyclic voltammetric data revealed that the reduction on graphite was irreversible and followed an EC mechanism. The diffusion coefficients and the number of electrons transferred were determined using the chronoamperometric Cottrell slope and the ultramicro electrode steady-state current. The number of electrons was also determined by bulk electrolysis. The products of the electroreduction were synthesized in milligram quantities by the use of constant-potential preparative electrolysis. These products were purified and characterized by spectroscopic methods. Based on these findings, a mechanism for the electroreduction process is proposed.


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