One-step and selective approach to silicon-containing exo-norbornenes

Cover Page

Cite item

Full Text

Abstract

One-step and selective approach to the synthesis of Si-containing exo-norbornenes has been developed based on hydrosilylation reaction of norbornadiene-2,5 with unactivated silanes using Pd-complexes in the presence of bulky ligands. This approach leads to only exo-isomers of norbornene derivatives. The absence of alkylation step by organometallic compounds or photochemical isomerization makes the suggested approach promising for the synthesis of new polymeric materials with desired properties.

About the authors

M. A. Guseva

A.V. Topchiev Institute of Petrochemical Synthesis of the Russian Academy of Sciences; MIREA - Russian Technological University

Email: bmv@ips.ac.ru
Russian Federation, 29, Leninsky prospekt, Moscow, 119991; 78, Vernadskogo prospect, Moscow, 119454

E. V. Bermesheva

A.V. Topchiev Institute of Petrochemical Synthesis of the Russian Academy of Sciences; MIREA - Russian Technological University; First Sechenov Moscow State Medical University under Ministry of Health of the Russian Federation

Email: bmv@ips.ac.ru
Russian Federation, 29, Leninsky prospekt, Moscow, 119991; 78, Vernadskogo prospect, Moscow, 119454; 8-2, Trubetskaya street, Moscow, 119992

P. P. Chapala

MIREA - Russian Technological University

Email: bmv@ips.ac.ru
Russian Federation, 78, Vernadskogo prospect, Moscow, 119454

M. V. Bermeshev

A.V. Topchiev Institute of Petrochemical Synthesis of the Russian Academy of Sciences; MIREA - Russian Technological University

Author for correspondence.
Email: bmv@ips.ac.ru
Russian Federation, 29, Leninsky prospekt, Moscow, 119991; 78, Vernadskogo prospect, Moscow, 119454

References

  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., Finkelshtein E. S. // J. Materials Chem. 2018. V. 6. № 40. Р. 19 393-19 408. doi: 10.1039/c8ta06034g
  2. Sundell B. J., Lawrence Iii J.A., Harrigan D. J., Vaughn J. T., Pilyugina T. S., Smith D. R. // Rsc. Adv. 2016. V. 6. № 57. Р. 51619-51628. doi: 10.1039/c6ra10383a
  3. Grove N. R., Kohl P. A., Bidstrup Allen S. A., Jayaraman S., Shick R. // J. Polym. Sci., Pt B: Polym. Phys. 1999. V. 37. № 21. Р. 3003-3010. doi: 10.1002/(sici)1099-0488(19991101)37:21<3003:: aid-polb10>3.0.co;2-t
  4. Chapala P. P., Bermeshev M. V., Gavrilova N. N. // Polym. Sci. Ser. A. 2017. V. 59. № 1. Р. 143-148. doi: 10.1134/s0965545x17010035
  5. Tsai S. D., Register R. A. // Macromol. Chem. Phys. 2018. V. 219. № 11. 1800059. DOI: doi: 10.1002/macp.201800059
  6. Alentiev D. A., Bermeshev M. V., Starannikova L. E., Bermesheva E. V., Shantarovich V. P., Bekeshev V. G., Yampolskii Y. P., Finkelshtein E. S. // J. Polym. Sci. Pt A: Polym. Chem. 2018. V. 56. № 12. Р. 1234-1248. doi: 10.1002/pola.29003
  7. Petrov V. A., Vasil’ev N.V. // Curr. Org. Synth. 2006. V. 3. Р. 215-259. doi: 10.2174/157017906776819204
  8. Bermeshev M., Chapala P., Lakhtin V., Genaev A., Filatova M., Peregudov A., Utegenov K., Ustynyuk N., Finkelshtein E. // Silicon. 2015. V. 7. Р. 117-126. doi: 10.1007/s12633-014-9263-6
  9. Kuivila H. G., Warner C. R. // J. Org. Chem. 1964. V. 29. № 10. Р. 2845-2851. doi: 10.1021/jo01033a008

Supplementary files

Supplementary Files
Action
1. JATS XML

Copyright (c) 2019 Russian academy of sciences

This website uses cookies

You consent to our cookies if you continue to use our website.

About Cookies