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Russian Journal of General Chemistry

, Volume 89, Issue 6, pp 1183–1189 | Cite as

Electrochemically Induced Transformations of Tetrabrominated 2-Dibromomethyl-2-methylcyclohexan-1-one and Its Brominated Unsaturated Analogs into 2-Methylcyclohepta-2,4,6-trien-1-one

  • A. A. MoiseevaEmail author
  • G. V. Gavrilova
  • D. P. Krutko
  • E. K. Beloglazkina
Article

Abstract

Electrochemical study of polybrominated 2-dibromomethyl-2-methylcyclohexan-1-one, 6-dibromomethyl-6-methylcyclohexa-2-en-1-one, 6-dibromomethyl-6-methylcyclohexa-2,4-dien-1-one, and some of their 6-dichloromethyl analogs has been performed using cyclic voltammetry and rotating disc electrode methods.

Keywords

cathode dehalogenation polybrominated cyclohexanone brominated cyclohexadiene(ene)ones tropone 

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References

  1. 1.
    Peverly, A.A., Pasciak, E.M., Strawsine, L.M., Wagoner, E.R., and Peters, D.G., J. Electroanalytical Chem., 2013, vol. 704, p. 227. doi  https://doi.org/10.1016/j.jelechem.2013.07.002 CrossRefGoogle Scholar
  2. 2.
    Sun, Z., Wei, X., Hu, X., Wang, K., and Shen, H., Colloids and Surfaces (A), 2012, vol. 414, p. 314. doi  https://doi.org/10.1016/j.colsurfa.2012.08.035. CrossRefGoogle Scholar
  3. 3.
    Chetty, R., Christensen, P.A., and Golding, B.T., Chem. Commun., 2003, no. 8, p. 984. doi  https://doi.org/10.1039/B212647H
  4. 4.
    Cho, B.R., Cho, E.J., Lee, S.J., and Chal, W.S., J. Org. Chem., 1995, vol. 60, no. 7, p. 2077. doi  https://doi.org/10.1021/jo00112a031 CrossRefGoogle Scholar
  5. 5.
    Butin, K.P., Ivkina, A.A., and Shishkin, V.N., Russ. J. Org. Chem, 1985, vol. 21, no. 1, p. 150.Google Scholar
  6. 6.
    Gallardo-Rivas, N.V., Guzman, J., Gutierrez-Granados, S., Garcia-Jimenez, M.G., Ibanez, J.G., and Paramo-Garcia, U., J. Braz. Chem. Soc, 2015, vol. 26, no. 4, p. 790. doi  https://doi.org/10.5935/0103-5053.20150041 Google Scholar
  7. 7.
    Kulikov, S.M., Plekhanov, V.P., Tsyganok, A.I., Schlimm, C., and Heitz, E., Electrochim. Acta, 1996, vol. 41, no. 4, p. 527. doi  https://doi.org/10.1016/0013-4686(95)00339-8 CrossRefGoogle Scholar
  8. 8.
    Matsunaga, A. and Yasuhara, A., Chemosphere, 2005, vol. 59, no. 10, p. 1487. doi  https://doi.org/10.1016/j.chemosphere.2004.12.045 CrossRefGoogle Scholar
  9. 9.
    Moiseeva, A.A., Gavrilova, G.V., Beloglazkina, E.K., Krut’ko, D.P., Zyk, N.V., Russ. J. Gen. Chem, 2011, vol. 81, no. 8, p. 1658. doi  https://doi.org/10.1134/S1070363211080135 CrossRefGoogle Scholar
  10. 10.
    Gavrilova, G.V., Nikanorov, V.A., Polyakova, N.V., Gavrilov, A.A, Rosenberg, V.I., Terent’ev, P.B., and Reutov, O.A., Metallorg. Chem, 1989, vol. 2, no. 2, p. 929.Google Scholar
  11. 11.
    Mann, C.K. and Barnes, K.K., Electrochemical Reactions in Nonaqueous Systems, New York: Marsel Dekker, 1970.Google Scholar
  12. 12.
    Wenkert, E. and Wovkulich, P.M., J. Org. Chem., 1977, vol. 42, no. 6, p. 1105. doi  https://doi.org/10.1021/jo00426a047 CrossRefGoogle Scholar
  13. 13.
    Friedrich, E.G., J. Org. Chem, 1968, vol. 33, no. 1, p. 413. doi  https://doi.org/10.1021/jo01265a085 CrossRefGoogle Scholar
  14. 14.
    Gavrilova, G.V., Krut’ko, D.P., Moiseeva, A.A., Churakov, A.V., and Beloglazkina, E.K., Russ. J. Gen. Chem, 2013, vol. 83, no. 10, p. 1844. doi  https://doi.org/10.1134/S1070363213100083 CrossRefGoogle Scholar

Copyright information

© Pleiades Publishing, Ltd 2019

Authors and Affiliations

  • A. A. Moiseeva
    • 1
    Email author
  • G. V. Gavrilova
    • 1
  • D. P. Krutko
    • 1
  • E. K. Beloglazkina
    • 1
  1. 1.Lomonosov Moscow State UniversityMoscowRussia

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