P. Savarino et al., VOLTAMMETRIC BEHAVIOR OF HETEROCYCLIC-SYSTEMS - PYRIDYL-SUBSTITUTED BENZIMIDAZOLES, BENZOXAZOLES AND BENZOTHIAZOLES .1., Journal of heterocyclic chemistry, 34(5), 1997, pp. 1479-1485
The voltammetric properties, measured at a dropping mercury electrode,
have been studied for a series of 18 pyridyl-substituted heterocyclic
bases [benzimidazoles, benzoxazoles and benzothiazoles]. The correspo
nding quarternary salts, obtained by reaction with methyl iodide, were
also studied. The reduction potential was found to be dependent on th
e nature of the benzimidazole, benzoxazole or benzothiazole moiety and
on its position on the pyridine ring as well as on the presence of a
positive charge. The reversibility of the voltammetric waves was found
to be function of the system structure. The effects of proton donors
on the voltammetric behaviour of the bases was also investigated.