Abstract
Using EPR we have found that during electrochemical reduction of 5-substituted 2-furaldehydes and 2-thiophenaldehydes, carbon-centered free radicals (products of protonation of radical anions) may form, along with radicals of a different structure, and also π-type radical anions of different conjugated dimers. We have determined the hyperfine structure and measured the values of the constants for the EPR spectra of some of these radicals.
Similar content being viewed by others
References
R. A. Gavars, J. P. Stradyn, and S. A. Giller, Izv. Akad. Nauk LatvSSR, Ser. Khim., No. 3, 381 (1964).
R. A. Gavars, J. P. Stradyn, and S. A. Giller, Dokl. Akad. Nauk SSSR,157, 381 (1964).
A. E. C. Lucken, J. Chem. Soc. A, 991 (1966).
Landolt-Börnstein. Numerical Data and Functional Relationships in Science and Technology. New Series [in German], Group 2 (1980); Vol. 9, Pt. d1, p. 572.
Landolt-Börnstein. Numerical Data and Functional Relationships in Science and Technology. New Series [in German], Group 2 (1988); Vol. 17, Pt. f, p. 277.
J. Klima, L. Baumane, J. Stradins, J. Volke, and R. Gavars, Coll. Czech. Chem. Commun.,50, 1594 (1985).
P. H. Rieger and G. K. Fraenkel, J. Chem. Phys.,17, 2795 (1962).
P. H. Rieger, I. Bernal, W. H. Reinmuth, and G. K. Fraenkel, J. Am. Chem. Soc.,85, 683 (1963).
P. Ludwig and R. N. Adams, J. Chem. Phys.,37, 828 (1962).
R. A. Gavars, J. P. Stradyn, M. B. Fleisher, V. P. Kadysh, and V. A. Slavinskaya, Teor. Éksp. Khim.,16, 339 (1980).
C. Hansch, A. Leo, and R. W. Taft, Chem. Rev.,91, 165 (1991).
J. Stradyn, R. Gavars, and L. Baumane, Russian J. Electrochem.,31, 1016 (1995).
Landolt-Börnstein. Numerical Data and Functional Relationships in Science and Technology. New Series [in German], Group 2 (1985); Vol. 9, Pt. c, p. 229.
E. Lukevics, N. P. Erchak, L. E. Demicheva, A. N. Verovskii, and I. N. Augustane, Khim.-Farm. Zh.,26, 45 (1992).
S. Wawzonek and M. E. Runner, J. Electrochem. Soc.,99, 457 (1952).
Additional information
Latvian Institute of Organic Synthesis, Riga LV-1006. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1051–1060, August, 1997.
Rights and permissions
About this article
Cite this article
Stradyn', J., Gavars, R., Baumane, L. et al. EPR spectra of free radicals formed during electrochemical reduction of 5-substituted 2-furaldehydes and 2-thiophenaldehydes. Chem Heterocycl Compd 33, 917–924 (1997). https://doi.org/10.1007/BF02253161
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF02253161