Doklady Chemistry

, Volume 486, Issue 1, pp 130–132 | Cite as

One-Step Selective Method for the Synthesis of Silicon-Containing exo-Norbornenes

  • M. A. Guseva
  • E. V. Bermesheva
  • P. P. Chapala
  • M. V. BermeshevEmail author


A one-step selective method for the synthesis of exo isomers of silicon-containing norbornenes by hydrosilylation of norbornadiene-2,5 with non-activated silanes in the presence of a Pd catalyst and bulky ligands has been developed. This approach leads to the formation of exo isomers only. The absence of stages of alkylation with organometallic reagents and photochemical rearrangement makes this approach attractive for directed design and synthesis of new polymeric materials showing required properties.



This work was supported by the Russian Science Foundation (project no. 18–13–00415).


  1. 1.
    Alentiev, D.A., Egorova, E.S., Bermeshev, M.V., Starannikova, L.E., Topchiy, M.A., Asachenko, A.F., Gribanov, P.S., Nechaev, M.S., Yampolskii, Y.P., and Finkelshtein, E.S., J. Mater. Chem. A, 2018, no. 40, pp. 19393–19408.Google Scholar
  2. 2.
    Sundell, B.J., Lawrence, J.A. III, Harrigan, D.J., Vaughn, J.T., Pilyugina, T.S., and Smith, D.R., RCS Adv., 2016, no. 57, pp. 51619–51628.Google Scholar
  3. 3.
    Grove, N.R., Kohl, P.A., Bidstrup Allen, S.A., Jayaraman, S., and Shick, R., J. Polym. Sci. B: Polym. Phys., 1999, vo. 37, no. 21, pp. 3003–3010.CrossRefGoogle Scholar
  4. 4.
    Chapala, P.P., Bermeshev, M.V., and Gavrilova, N.N., Polym. Sci. Ser. A, 2017, vol. 59, no. 1, pp. 143–148.CrossRefGoogle Scholar
  5. 5.
    Tsai, S.D. and Register, R.A., Macromol. Chem. Phys., 2018, vol. 219, no. 11, p. 1800059.CrossRefGoogle Scholar
  6. 6.
    Bermeshev, M.V., Starannikova, L.E., Bermesheva, E.V., Shantarovich, V.P., Bekeshev, V.G., Yampolskii, Y.P., and Finkelshtein, E.S., J. Polym. Sci. Pt. A: Polym. Chem., 2018, vol. 56, no. 12, pp. 1234–1248.CrossRefGoogle Scholar
  7. 7.
    Petrov, V.A. and Vasil’ev, N.V., Curr. Org. Synth., 2006, vol. 3, pp. 215–259.CrossRefGoogle Scholar
  8. 8.
    Bermeshev, M., Chapala, P., Lakhtin, V., Genaev, A., Filatova, M., Peregudov, A., Utegenov, K., Ustynyuk, N., and Finkelshtein, E., Silicon, 2015, vol. 7, pp. 117–126.CrossRefGoogle Scholar
  9. 9.
    Kuivila, H.G. and Warner, C.R., J. Org. Chem., 1964, no. 10, pp. 2845–2851.Google Scholar

Copyright information

© Pleiades Publishing, Ltd. 2019

Authors and Affiliations

  • M. A. Guseva
    • 1
    • 2
  • E. V. Bermesheva
    • 1
    • 2
    • 3
  • P. P. Chapala
    • 1
    • 2
  • M. V. Bermeshev
    • 1
    • 2
    Email author
  1. 1.Topchiev Institute of Petrochemical Synthesis, Russian Academy of SciencesMoscowRussia
  2. 2.Moscow Technological University (MIREA)MoscowRussia
  3. 3.Sechenov Moscow State Medical UniversityMoscowRussia

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