Russian Journal of General Chemistry

, Volume 75, Issue 9, pp 1367–1372 | Cite as

Reactions of Elemental Phosphorus with Electrophiles in Super Basic Systems: XVII. Phosphorylation of Arylalkenes with Active Modifications of Elemental Phosphorus

  • B. A. Trofimov
  • N. K. Gusarova
  • S. F. Malysheva
  • V. A. Kuimov
  • B. G. Sukhov
  • S. I. Shaikhudinova
  • N. P. Tarasova
  • Yu. V. Smetannikov
  • O. G. Sinyashin
  • Yu. G. Budnikova
  • T. I. Kazantseva
  • V. I. Smirnov
Article

Abstract

The example of the phosphorylation of styrene and 2-vinylnaphthalene with elemental phosphorus in the KOH-DMSO system at room or elevated temperature was used to show that the activated red phosphorus prepared from white phosphorus under ionizing radiation has a reactivity comparable with that of white phosphorus and significantly higher than that of ordinary technical red phosphorus.

Keywords

Radiation Phosphorus Elevated Temperature Styrene Active Modification 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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REFERENCES

  1. 1.
    Trofimov, B.A., Gusarova, N.K., Malysheva, S.F., Shaikhudinova, S.I., Belogorlova, N.A., Kazantseva, T.I., Sukhov, B.G., and Plotnikova, G.V., Zh. Obshch. Khim., 2005, vol. 75, no.5, p. 724.Google Scholar
  2. 2.
    Barbaro, P., Ienco, A., Mealli, C., Peduzzini, M., Scherer, O.J., Schmitt, G., Vizza, F., and Wolmershauther, G., Chem. Eur. J., 2003, vol. 9, no.21, p. 5195.CrossRefGoogle Scholar
  3. 3.
    Corbridge, D.E., Phosphorus. An Outline of Its Chemistry, Biochemistry and Technology, Amsterdam: Elsevier, 1995, 2nd ed.Google Scholar
  4. 4.
    Gusarova, N.K., Malysheva, S.F., Arbuzova, S.N., and Trofimov, B.A., Izv. Ross. Akad. Nauk, Ser. Khim., 1998, no. 9, p. 1695.Google Scholar
  5. 5.
    Malysheva, S.F. and Arbuzova, S.N., Sovremennyi organicheskii sintez (Modern Organic Synthesis), Rakhmankulova, D.L., Ed., Moscow: Khimiya, 2003, p. 160.Google Scholar
  6. 6.
    Budnikova, Yu.H., Perichon, J., Yakhvarov, D.G., Kargin, Yu.M., and Sinyashin, O.G., J. Organomet. Chem., 2001, vol. 630, p. 185.CrossRefGoogle Scholar
  7. 7.
    Trofimov, B.A., Rakhmatulina, T.N., Gusarova, N.K., and Malysheva, S.F., Usp. Khim., 1991, vol. 60, no.12, p. 2619.Google Scholar
  8. 8.
    Trofimov, B., Gusarova, N., and Brandsma, L., Main Group Chem. News, 1996, vol. 4, no.1, p. 18.Google Scholar
  9. 9.
    Trofimov, B.A., Arbuzova, S.N., and Gusarova, N.K., Usp. Khim., 1990, vol. 68, no.3, p. 240.Google Scholar
  10. 10.
    Sukhov, B.G., Gusarova, N.K., Malysheva, S.F., and Trofimov, B.A., Izv. Ross. Akad. Nauk., Ser, Khim., 2003, no. 6, p. 1172.Google Scholar
  11. 11.
    Sukhov, B.G., Malysheva, S.F., Vakul'skaya, T.I., Tirskii, V.V., Martynovich, E.F., Smetannikov, Yu.V., and Tarasova, N.P., Arkivoc, 2003, vol. 13, p. 196.Google Scholar
  12. 12.
    Gusarova, N.K., Sukhov, B.G., Malysheva, S.F., Kazantseva, T.I., Smetannikov, Yu.V., Tarasova, N.P., and Trofimov, B.A., Zh. Obshch. Khim., 2001, vol. 71, no.5, p. 768.Google Scholar
  13. 13.
    Gusarova, N.K., Shaikhutdinova, S.I., Kazantseva, T.I., Sukhov, B.G., Dmitriev, V.I., Sinegovskaya, L.M., Snetannikov, Yu.V., Tarasova, N.P., and Trofimov, B.A., Khim. Geterotsikl. Soedin., 2001, no. 5, p. 628.Google Scholar
  14. 14.
    Gusarova, N.K., Shaikhudinova, S.I., Sukhov, B.G., Kazantseva, T.I., Malysheva, S.F., Smetannikov, Yu.V., Tarasova, N.P., Kuimov, V.A., ans Trofimov, B.A., Izv. Ross. Akad. Nauk, Ser. Khim., 2003, no. 3, p. 4385.Google Scholar
  15. 15.
    Trofimov, B.A., Sukhov, B.G., Gusarova, N.K., Malysheva, S.F., Tirskii, V.V., Ruzhnikov, L.I., and Martynovich, E.F., Dokl. Akad. Nauk, 2002, vol. 382, no.2, p. 214.Google Scholar
  16. 16.
    Sukhov, B.G., Cand. Sci. (Chem.) Dissertation, Irkutsk, 2002.Google Scholar
  17. 17.
    Tarasova, N.P., Nad'yarnykh, G.V., Kostikov, V.V., and Smetannikov, Yu.V., Vysokomol. Soedin., Ser. A, 1996, vol. 38, no.9, p. 1467.Google Scholar
  18. 18.
    Tarasova, N.P. and Smetannikov, Yu.V., RU Patent 2 089 493, 1997, Byull. Izobret., 1997, no. 25.Google Scholar
  19. 19.
    Smetannikov, Yu.V. and Tarasova, N.P., Abstracts of Papers, Simposium “Peterburgskie Vstrechi-98. Khimiya i primenenie fosfor-, sera-i kremniiorganicheskikh soedinenii” (“Petersburg Meetings-98” Symp. on Chemistry and Application of Organic Phosphorus, Sulfur, and Silicon Compounds), St. Petersburg, 1998, p. 60.Google Scholar
  20. 20.
    Trofimov, B.A., Brandsma, L., Arbuzova, S.N., Malysheva, S.F., and Gusarova, N.K., Tetrahedron Lett., 1994, vol. 35, p. 7647.CrossRefGoogle Scholar
  21. 21.
    Dmitriev, V.I., Kazantseva, T.I., Gusarova, N.K., and Trofimov, B.A., RU Inventor's Certificate 17 449 841, 1992, Byull. Izobret., 1992, no. 33.Google Scholar
  22. 22.
    Kazantseva, T.I., Cand. Sci. (Chem.) Dissertation, Irkutsk, 2004.Google Scholar
  23. 23.
    Trofimov, B.A., Malysheva, S.F., Rakhmatulina, T.N., Gusarov, A.V., and Gusarova, N.K., Zh. Obshch. Khim., 1991, vol. 61, no.9, p. 1955.Google Scholar
  24. 24.
    Gusarova, N.K., Shaikhudinova, S.I., Kazantseva, T.I., Malysheva, S.F., Sukhov, B.G., Belogorlova, N.A., and Dmitriev, V.I., Zh. Obshch. Khim., 2002, vol. 72, no.3, p. 399.Google Scholar
  25. 25.
    Gusarova, N.K., Reutskaya, A.M., Ivanova, N.I., Medvedeva, A.S., Demina, M.M., Novopasin, P.S., Afonin, A.V., Albanov, A.I., and Trofimov, V.A., J. Organomet. Chem., 2002, vol. 659, nos.1–2, p. 172.Google Scholar
  26. 26.
    Ivanova, N.I., Gusarova, N.K., Nikitina, E.A., Albanov, A.I., Sinegovskaya, L.M., Nikitin, N.V., Konovalova, N.A., and Trofimov, V.A., Phosphorus, Sulfur Silicon, 2004, vol. 179, no.1, p. 7.Google Scholar
  27. 27.
    Ohashi, A. and Imamoto, T., Tetrahedron Lett., 2001, vol. 42, no.6, p. 1099.CrossRefGoogle Scholar
  28. 28.
    Plotnikova, G.V., Egorov, A.N., Khaliullin, A.K., Sukhov, B.G., Malysheva, S.F., and Belogorlova, N.A., Pozharovzryvobezopasnost', 2003, no. 6, p. 26.Google Scholar
  29. 29.
    Smirnov, V.I., Petrushenko, K.B., Sukhov B.G., Gusarova, N.K., Malysheva, S.F., Kazantseva, T.I., Shaikhutdinova, S.I., Tirskii, V.V., Martynovich, E.F., and Trofimov, B.A., Abstracts of Papers, VII Vserossiiskaya shkola-seminar “Lyuminescentsiya i soputstvuyushchie yavleniya” (“Luminescence and Related Phenomena” VII Russian School-Seminar), Irkutsk, 2001, p. 73.Google Scholar
  30. 30.
    Nesterova, N.P., Barabanov, I.R., Bezrukov, L.B., Yanovich, E.A., and Nifant'ev, E.E., Abstracts of Papers, 13 Mezhdunarodnaya Konferentsiya po khimii soedinenii fosfora 4 Simposiuma po khimii i primeneniyu fosfor-, sera-i kremniiorganicheskikh soedinenii “Peterburgskie Vstrechi” (13th Int. Conf. on Chemistry of Phosphorus Compounds, 4th “Petersburg Meetings” Symp. on Chemistry and Application of Organic Phosphorus, Sulfur, and Silicon Compounds), St. Petersburg, 2002, p. 125.Google Scholar

Copyright information

© MAIK "Nauka/Interperiodica" 2005

Authors and Affiliations

  • B. A. Trofimov
    • 1
  • N. K. Gusarova
    • 1
  • S. F. Malysheva
    • 1
  • V. A. Kuimov
    • 1
  • B. G. Sukhov
    • 1
  • S. I. Shaikhudinova
    • 1
  • N. P. Tarasova
    • 2
  • Yu. V. Smetannikov
    • 2
  • O. G. Sinyashin
    • 3
  • Yu. G. Budnikova
    • 3
  • T. I. Kazantseva
    • 1
  • V. I. Smirnov
    • 1
  1. 1.Favorskii Irkutsk Institute of Chemistry, Siberian BranchRussian Academy of SciencesIrkutskRussia
  2. 2.Mendeleev Russian University of Chemical TechnologyMoscowRussia
  3. 3.Arbuzov Institute of Organic and Physical Chemistry, Kazan Research CenterRussian Academy of SciencesKazan, TatarstanRussia

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