Conclusions
-
1.
The influence of the radical center on the reactivity of the functional group in derivatives of 3-imidazoline 3-oxide not bound directly to it has been discovered.
-
2.
In the reaction of nitroxyl radicals of a series of 3-imidazoline 3-oxides with hydrazine, two parallel processes take place: Reduction of the radical center to a hydroxylamino group and reduction of the nitron group to an amino group.
-
3.
The desoxygenation process of the nitron group by hydrazine in alcohol at 20°C proceeds in the case of paramagnetic derivatives of 3-imidazoline 3-oxide only.
Similar content being viewed by others
Literature cited
É. G. Rozantsev, Free Iminoxyl Radicals [in Russian], Khimiya, Moscow (1970), p. 78.
É. G. Rozantsev and V. D. Sholle, Organic Chemistry of Free Radicals [in Russian], Khimiya, Moscow (1979), p. 215.
L. Fieser and M. Fieser, Reagents for Organic Synthesis [Russian translation], Vol. 7, Mir, Moscow (1978), p. 130.
I. A. Grigor'ev, S. A. Dikanov, G. I. Shchukin, L. B. Volodarskii, and Yu. D. Tsvetkov, Zh. Strukt. Khim.,23, 59 (1982).
V. L. Varand, I. A. Grigor'ev, L. I. Vasil'eva, and L. B. Volodarskii, Izv. Sib. Otd. Akad. Nauk SSSR, Ser. Khim. Nauk,6, No. 14, 99 (1982).
S. A. Dikanov, I. A. Grigor'ev, L. B. Volodarskii, and Yu. D. Tsvetkov, Zh. Fiz. Khim.,56, 2762 (1982).
L. B. Volodarskii and G. A. Kutikova, Izv. Akad. Nauk SSSR, Ser. Khim., 937 (1971).
L. B. Volodarskii, V. V. Martin, G. I. Shchukin, I. A. Grigor'ev, É. P. Koshevaya, and V. A. Rodionov, Inventor's Certificate No. 804637 (1980); Byull. Izobret., No. 6 (1981).
L. V. Volodarskii, É. F. Lavretskaya, A. S. Lapik, V. V. Russkikh, V. S. Kobrin, L. I. Volkova, D. A. Sarkisyan, and M. M. Borisov, Inventor's Certificate No. 657016 (1977); Byull. Izobret., No. 14 (1979).
V. V. Martin and L. B. Volodarskii, Khim. Geterotsikl Soedin., 103 (1979).
S. A. Amitina and L. B. Volodarskii, Izv. Akad. Nauk SSSR, Ser. Khim., 2135 (1976).
L A. Grigor'ev, G. L Shchukin, S. A. Dikanov, I. K. Kuznetsova, and L. B. Volodarskii, Izv. Akad. Nauk SSSR, Ser. Khim., 1092 (1982).
R. I. Zhdanov, T. N. Romashina, L. B. Volodarskii, and É. G. Rozantsev, Dokl. Akad. Nauk SSSR,236, 93 (1977).
I. A. Grigor'ev, M. M. Mitasov, G. I. Shchukin, and L. B. Volodarskii, Izv. Akad. Nauk SSSR, Ser. Khim., 2606 (1979).
T. K. Sevastyanova and L. B. Volodarskii, Izv. Akad. Nauk SSSR., Ser. Khim., 2339 (1972).
Atlas of Spectra of Aromatic and Heterocyclic Compounds [inRussian], V. A. Koptyug, (ed.), No. 12, Nauka, Novosibirsk (1976).
Atlas of Spectra of Aromatic and Heterocyclic Compounds [in Russian], V. A. Koptyug, (ed.), No. 17, Nauka, Novosibirsk (1979).
Author information
Authors and Affiliations
Additional information
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1140–1146, May, 1983.
Rights and permissions
About this article
Cite this article
Grigor'ev, I.A., Shchukin, G.I. & Volodarskii, L.B. Influence of radical center on oxidative properties of nitron group in reaction of nitroxyl radicals of 3-imidazoline 3-oxide withhydrazine. Russ Chem Bull 32, 1030–1035 (1983). https://doi.org/10.1007/BF00956162
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00956162