Статья
2000

Electrochemical conversions of triacetoneamine


E. Sh. Kagan E. Sh. Kagan , I. Yu. Zhukova I. Yu. Zhukova
Российский электрохимический журнал
https://doi.org/10.1007/BF02756907
Abstract / Full Text

The studies of electrosyntheses of 2,2,6,6-tetramethylpiperidine derivatives, including nitroxyl radicals, are generalized. The reactions of reduction, reductive amination, and halogenation are discussed. Special attention is paid to electrosyntheses with nitroxyl radicals of 2,2,6,6-tetramethylpiperidine and 2,2,5,5-tetramethylpyrroline as the initial reagents.

Author information
  • Novocherkassk State Technical University, ul. Prosveshcheniya 132, 346400, Novocherkassk, Russia

    E. Sh. Kagan & I. Yu. Zhukova

References
  1. Rozantsev, E.G.,Svobodnye iminoksil’nye radikaly (Free Radical Imineoxyls), Moscow: Khimiya, 1970.
  2. Rozantsev, E.G. and Sholle, V.D.,Organicheskaya khimiya svobodnykh tadikalov (Organic Chemistry of Free Radicals), Moscow: Khimiya, 1979.
  3. Rozantsev, E.G., Sholle, V.D., and Kagan, E.Sh.,Nitroksil’nye radikaly: sintez, khimiya, prilozheniya (Radical Nitroxyls: Synthesis, Chemistry, and Applications), Moscow: Nauka, 1987, p. 5.
  4. Rozantsev, E.G., Sholle, V.D., Ivanov, V.B.,et al., inPolymer Stabilization and Degradation, Washington, D.C: Am. Chem. Soc., 1985, p. 11.
  5. Rozantsev, E.G., Kagan, E.Sh., and Sholle, V.D., inTriacetonamine in the Chemistry of Radical Nitroxyls: Bioactive Spin Labels, Heidelberg: Springer, 1992, p. 84.
  6. Dagonneau, M., Ivanov, V.B., Rozantsev, E.G.,et al.,Macromol. Chem. Phys., 1982/1983, p. 22(2); p. 169.
  7. Kagan, E.Sh., Kondrashov, S.V., Kirsanova, A.I.,et al.,Euchen Conf. on Stable Free Radicals, Hammeenlinna (Finland), 1981.
  8. Tsar’kova, T.G., Avrutskaya, I.A., Fioshin, M.Ya.,et al., USSR Inventor’s Certificate no. 908017,Byull. Izobret., 1982, no. 46.
  9. Kagan, E.Sh., Avrutskaya, I.A., Kondrashev, S.V.,et al.,Khim. Geterotsikl. Soed., 1984, p. 358.
  10. Sosnovsky, G. and Konieczny, M.,Z. Naturforsch., 1978, vol. 33, p. 792.
  11. Tomilov, A.P., Smirnov, V.A., and Kagan, E.Sh.,Elektrokhimicheskie sintezy organicheskikh preparatov (Organic Electrosynthesis), Rostov-on-Don: Rostov. Gos. Univ., 1981.
  12. Smirnov, V.A., Kondrashev, S.V., Smushkevich, Yu.I., and Kagan, E.Sh.,Dokl. Akad. Nauk SSSR, 1986, vol. 228, p. 1138.
  13. Rozantsev, E.G., Ozhogina, O.A., Zhukova, I.Yu.,et al., Dokl Akad. Nauk SSSR, 1990, vol. 310, p. 619.
  14. Novikov, V.T., Avrutskaya, I.A., and Fioshin, M.Ya.,Elektrokhimiya, 1981, vol. 17, p. 304.
  15. Surov, I.I., Avrutskaya, I.A., and Fioshin, M.Ya.,Elektrokhimiya, 1983, vol. 19, p. 1561.
  16. Surov, I.I., Avrutskaya, I.A., and Fioshin, M.Ya.,Elektrokhimiya, 1983, vol. 19, p. 1565.
  17. Surov, I.I., Avrutskaya, I.A., Kodintseva, E.Yu., and Fioshin, M.Ya.,Elektrokhimiya, 1984, vol. 20, p. 1276.
  18. Novikov, V.T., Avrutskaya, I.A., Surov, I.I.,et al., Elektrokhimiya, 1992, vol. 28, p. 527.
  19. Bogdanova, N.P., Petrova, N.G., Avrutskaya, I.A., and Fioshin, M.Ya.,Elektrokhimiya, 1985, vol. 21, p. 1369.
  20. Bogdanova, N.P., Surov, I.I., Avrutskaya, I.A., and Fioshin, M.Ya.,Elektrokhimiya, 1983, vol. 19, p. 1286.
  21. Avrutskaya, I.A., Kagan, E.Sh., Smirnov, V.A., and Fioshin, M.Ya.,Elektrokhimicheskii sintez nitroksil’nykh radikalov (Electrochemical Synthesis of Nitroxyl Radicals), Moscow: Nauka, 1987, p. 42.
  22. Sandris, C. and Qurisson, G.,Bull. Soc. Chim. Fr., 1958, p. 345.
  23. Alcock, N.W., Golding, B.T., Ionnou, P.V., and Sawyer, J.F.,Tetrahedron, 1977, vol. 33, p. 2969.
  24. Krinitskaya, L.A. and Volodarskii, L.B.,Izv. Akad. Nauk SSSR, Ser. Khim., 1982, p. 443.
  25. Sosnovsky, G., Zhen-Wei Cai,J. Org. Chem., 1995, vol. 60, p. 3414.
  26. Krinitskaya, L.A.,Izv. Akad. Nauk SSSR, Ser. Khim., 1980, p. 2148.
  27. Chudinov, A.V., Sholle, V.D., and Rozantsev, E.G.,Izv. Akad. Nauk SSSR, Ser. Khim., 1981, p. 478.
  28. Chudinov, A.V., Sholle, V.D., Rozantsev, E.G., and Tarasov, V.F.,Izv. Akad. Nauk SSSR, Ser. Khim., 1983, p. 394.
  29. Krinitskaya, L.A., Zaichenko, N.L., Rozynov, B.V., and Osmanova, S.R.,Izv. Akad. Nauk SSSR, Ser. Khim., 1987, p. 1582.
  30. Krinitskaya, L.A. and Volodarskii, L.B.,Izv. Akad. Nauk SSSR, Ser. Khim., 1984, p. 1619.
  31. Pillo-Veloso, D. and Rassat, A.,Bull. Soc. Chim. Fr., 1978, p. 621.
  32. Zhukova, I.Yu., Pozhidaeva, S.A., Kagan, E.Sh., and Smirnov, V.A.,Zh. Org. Khim., 1993, vol. 29, p. 751.
  33. Esida, K.,Elektrookislenie v organicheskoi khimii (Electrooxidation in Organic Chemistry), Moscow: Mir, 1997.
  34. Tedoradze, G.A.,Itogi Nauki Tekh., Ser: Elektrokhimiya, 1990, vol. 32, p. 3.
  35. Kagan, E.Sh., Zhukova, I.Yu., Pozhidaeva, S.A., and Kashparov, I.S.,Elektrokhimiya, 1996, vol. 32, p. 781.
  36. Obshchaya organicheskaya khimiya (The General Organic Chemistry), Moscow: Khimiya, 1982, vol. 3, p. 524.
  37. Lyalin, B.V. and Petrosyan, V.A., Abstracts of Papers,XII Vsesoyuzn. soveshch. po elektrokhimii organicheskikh soedinenii, Karaganda, 1990, p. 44.
  38. Kagan, E.Sh., Zhukova, I.Yu., Pozhidaeva, S.A., and Kovalenko, E.I.,Elektrokhimiya, 1996, vol. 32, p. 100.
  39. Kagan, E.Sh., Pozhidaeva, S.A., Kovalenko, E.I., and Ogareva, A.V., Abstracts of Papers,Vseros. konf. molodykh uchenykh (All-Russia Conf. of Young Scientists), Saratov: Saratov Gos. Univ., 1997.
  40. Kagan, E.Sh., Zhukova, I.Yu., and Smirnov, V.A.,Zh. Org. Khim., 1991, vol. 27, p. 2238.
  41. Smirnov, V.A.,Vosstanovlenie amal ’gamami (Reduction by Amalgams), Leningrad: Khimiya, 1971.