Abstract
The reaction of 1,2,3-trimethyl-2-phenylbenzimidazoline with a number of reagents that manifest dehydrogenating properties with respect to benziraidazolines was studied by EPR spectroscopy. These reagents convert 1,2,3-trimethyl-2-phenylbenzimidazoline to a relatively stable cation radical. The mechanism of the dehydrogenation of benzimidazolines is discussed taking into account the established facts.
Similar content being viewed by others
Literature Cited
R. Elderfield (editor), Heterocyclic Compounds [Russian translation], Vol. 5, Inostr. Lit., Moscow (1961), p. 221.
A. V. El'tsov and Kh. L. Muravich-Aleksandr, Zh. Org. Khim., 1, 1673 (1965).
A. V. El'tsov and M. Z. Girshovich, Zh. Org. Khim., 3, 1332 (1967).
A. V. El'tsov, N. V. Pavlish, and V. A. Ketlinskii, Zh. Org. Khim., 14, 1751 (1978).
P. N. Preston and G. Tennant (editors), Benzimidazoles and Congeneric Tricyclic Compounds, Part 1, Wiley, New York (1981), p. 342.
N. T. Berberova and O. Yu. Okhlobystin, Khim. Geterotsikl. Soedin., No. 8, 1011 (1984).
A. S. Morkovnik and O. Yu. Okhlobystin, Khim. Geterotsikl. Soedin., No. 8, 1011 (1980).
N. T. Berberova, E. P. Ivakhnenko, A. S. Morkovnik, and O. Yu. Okhlobystin, Khim. Geterotsikl. Soedin., No. 12, 1696 (1979).
S. F. Nelsen, E. L. Clennan, L. Echegoyan, and L. A. Grezzo, J. Org. Chem., 43, 2621 (1978).
L. Eberson and F. Radner, Acta Chem. Scand., 38B, 861 (1984).
K. A. Hofman and A. Zedwitz, Berichte, 42, 203 (1909).
A. S. Morkovnik, Zh. Obshch. Khim., 52, 1877 (1982).
Author information
Authors and Affiliations
Additional information
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 634–638, May, 1987.
Rights and permissions
About this article
Cite this article
Morkovnik, A.S., Klimov, E.S., Suslov, A.N. et al. Investigation of the reaction of 1,2,3-trimethyl-2-phenylbenzimidazoline with dehydrogenating reagents by EPR spectroscopy. Chem Heterocycl Compd 23, 525–529 (1987). https://doi.org/10.1007/BF00476380
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00476380