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Chemistry of Heterocyclic Compounds

, Volume 1, Issue 2, pp 116–121 | Cite as

Organosilicon compounds of the furan series VIII. Reaction of triethylsilane with unsaturated alcohols

  • E. A. Lukevits
  • M. G. Voronkov
Article

Abstract

When triethylsilane is reacted with unsaturated primary alcohols such as allyl, cinnamic, and furylallyl alcohols, in the presence of H2PtCl6, the main reaction is one of dehydrocondensation. With secondary unsaturated alcohols such as methylallylcarbinol and furylallylcarbinol, dehydrocondensation and hydrosilylation take place simultaneously. A number of new furylalkoxy- and furyl-alkenoxysilanes are synthesized and described.

Keywords

Alcohol Organic Chemistry Furan Allyl Main Reaction 
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.
    E. Ya. Lukevits and M. G. Voronkov, KhGS, 171, 1965.Google Scholar
  2. 2.
    Midland Silicones Ltd., British patent 842674, 1960; C. A., 55, 1066, 1961.Google Scholar
  3. 3.
    G. H. Barnes and G. W. Schweitzer, U. S. patent 2967171, 1961; C. A., 55, 9281, 1961.Google Scholar
  4. 4.
    Midland Silicones Ltd., British patent 864848, 1961; C. A., 55, 20961, 1961.Google Scholar
  5. 5.
    Midland Silicones Ltd., British patent 869343, 1961; C. A., 56, 1481, 1962.Google Scholar
  6. 6.
    O. W. Steward and O. R. Pierce, J. Org. Chem., 28, 2943, 1961.Google Scholar
  7. 7.
    E. Ya. Lukevits and M. G. Voronkov, Izv. AN Latv. SSR, ser. khim., 127, 1961.Google Scholar
  8. 8.
    I. M. Gverdtsiteli, K. I. Cherkezishvili, and A. D. Petrov, DAN, 136, 817, 1961.Google Scholar
  9. 9.
    E. Ya. Lukevits, Yu. P. Romadan, S. A. Giller, and M. G. Voronkov, DAN, 145, 806, 1962.Google Scholar
  10. 10.
    K. A. Andrianov, V. I. Pakhomov, and N. E. Lapteva, Izv. AN SSSR, OkhN, 2039, 1962.Google Scholar
  11. 11.
    E. Lukevits, Izv. AN Latv. SSR, ser. khim., 111, 1963.Google Scholar
  12. 12.
    N, F. Orlov, R. A. Bogatkin, Z. I. Sergeeva, and M. G. Voronkov, ZhOKh, 33, 1934, 1963.Google Scholar
  13. 13.
    R. L. Merker and M. J. Scott, J. Org, Chem., 28, 2717, 1963.Google Scholar
  14. 14.
    E. Ya. Lukevits and M. G. Voronkov, Hydrosilylation, Hydrogermylation, and Hydrostannylation [in Russian], Izd-vo AN Latv. SSR, Riga.Google Scholar
  15. 15.
    N. S. Nametkin, A. V. Topchiev, T. I. Chernysheva, and S. G. Durgar'yan, J, Pr. Chem., 9, 82, 1959.Google Scholar
  16. 16.
    N. S. Nametkin, A. V. Topchiev, T. I. Chernysheva, Research in Organolsilicon Compounds [in Russian], Moscow, 56, 1962.Google Scholar
  17. 17.
    D. L. Bailey, U. S. patent 2970150, 1961; C. A., 55, 16423, 1961.Google Scholar
  18. 18.
    R. W. Bott, C. Eaborn, E. R. A. Peeling, and D. E. Webster, Proc. Chem. Soc., 337, 1962.Google Scholar
  19. 19.
    V. F. Mironov and N. G. Maksimova, Izv. AN SSSR, OKhN, 2059, 1960.Google Scholar
  20. 20.
    S. I. Sadykh-zade, I. A. Shikhev, and E. M. Khalikova, ZhOKh, 34, 1393, 1964.Google Scholar
  21. 21.
    E. P. Plueddeman, U. S. patent 2963501, 1960; C. A., 55, 9281, 1961.Google Scholar
  22. 22.
    L. L. Shchukovskaya and A. D. Petrov, Chemistry and Practical Applications of Organosilicon Compounds [in Russian], no. 1, Leningrad, 78, 1958.Google Scholar
  23. 23.
    L. L. Shchukovskaya and A. D. Petrov, Izv. AN SSSR, OKhN, 1011, 1958.Google Scholar
  24. 24.
    I. M. Gverdtsiteli and T. P. Doksopulo, DAN, 145, 837, 1962.Google Scholar
  25. 25.
    I. M. Gverdtsiteli and T. P. Doksopulo, Soobshch, AN Gruz. SSR, 30, 289, 1963.Google Scholar
  26. 26.
    A. D. Petrov, I. M. Gverdtsiteli, and K. I. Cherkezishvili, DAN, 129, 805, 1959.Google Scholar
  27. 27.
    N. P. Kharitonov, G. T. Konstantinova, Yu. I. Khydobin, and V. A. Komarov, Izv. AN SSSR, OKhN, 1749, 1963.Google Scholar
  28. 28.
    N. V. Komarov, Candidate's dissertation, Moscow, 1957.Google Scholar

Copyright information

© The Faraday Press, Inc. 1966

Authors and Affiliations

  • E. A. Lukevits
    • 1
  • M. G. Voronkov
    • 1
  1. 1.Institute of Organic Synthesis AS Latvian SSRRiga

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