Abstract
We have conducted an electrochemical study of the oxidation-reduction properties of synthesized dienediamines: derivatives of indole, pyrrole, and thiophene. We have established that reduction of the indicated compounds occurs with successive transfer of two electrons, the first transfer being reversible. We consider the effect of structural factors and the nature of the heterocycle on the ease of reduction of the given compounds. We present the results of an initial study of the NO-donor ability of the compounds upon oxidation.
Similar content being viewed by others
REFERENCES
S. Yu. Ryabova, Yu. I. Trofimkin, L. M. Alekseeva, I. F. Kerbnikova, G. Ya. Shvarts, and V. G. Granik, Khim.-Farm. Zh., 29, No. 9, 22 (1995).
S. Yu. Ryabova, L. M. Alekseeva, V. G. Granik, I. F. Faermark, and G. Ya. Shvarts, Russian Federation Patent 2008308; Byull. Izobret., No. 4, 83 (1994).
S. Yu. Ryabova, Yu. I. Trofimkin, V. G. Granik, I. F. Faermark, and G. Ya. Shvarts, Russian Federation Patent 2026287; Byull. Izobret., No. 1, 161 (1995).
I. P. Graevskaya, S. Yu. Ryabova, L. M. Alekseeva, M. A. Kalinkina, M. E. Kaminka, and V. G. Granik, Khim.-Farm. Zh., 32, No. 11, 5 (1998).
E. Benary and A. Baravian, Ber., 48, 593 (1915).
Yu. I. Trofimkin, in: Abstracts, Seventh All-Union Conference on Chemistry Of Dicarbonyl Compounds, Riga (1991), p. 181.
M. K. Polievktov, O. A. Petrishcheva, S. Yu. Ryabova, T. V. Golovko, and V. G. Granik, Khim. Geterotsikl. Soedin., 642 (1991).
S. G. Mairanovskii, Ya. P. Stradyn′, and V. D. Bezuglyi, Polarography in Organic Chemistry [in Russian], Khimiya, Leningrad (1975), p. 188.
S. L. Solodar′, E. Yu. Khmel′nitskaya, I. D. Razgonyaeva, Ya. Yu. Urman, S. G. Alekseeva, and N. T. Ioffe, Zh. Obshch. Khim. 55, 2108 (1985).
M. Fields and E. Blout, J. Am. Chem. Soc., 70, 930 (1948).
A. R. Katritzky (editor), Physical Methods in Heterocyclic Chemistry [in Russian], Khimiya, Moscow/Leningrad (1966), pp. 110, 119.
V. G. Granik, S. Yu. Ryabova, and N. B. Grigor′ev, Usp. Khim., 29, No. 8, 56 (1997).
V. I. Levina, D. A. Grigor′ev, and N. B. Grigor′ev, Khim.-Farm. Zh., 29, No. 8, 56 (1995).
A. A. Vlcek, Coll. Czech. Chem. Commun., 20, 980 (1955).
S. Yu. Ryabova, Yu. I. Trofimkin, L. M. Alekseeva, L. S. Khabarova, and V. G. Granik, Khim. Geterotsikl. Soedin., 343 (1991).
Yu. I. Trofimkin, L. M. Alekseeva, and V. G. Granik, Khim.-Farm. Zh., 26, No. 6, 68 (1992).
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Khmel'nitskaya, E.Y., Grigor'ev, N.B., Ryabova, S.Y. et al. Study of Oxidation-Reduction Properties and NO-Donor Ability of Dienediamines in the Indole, Pyrrole, and Thiophene Series. Chemistry of Heterocyclic Compounds 38, 1357–1362 (2002). https://doi.org/10.1023/A:1022130510030
Issue Date:
DOI: https://doi.org/10.1023/A:1022130510030