One-step and selective approach to silicon-containing exo-norbornenes
- Authors: Guseva M.A.1,2, Bermesheva E.V.1,2,3, Chapala P.P.2, Bermeshev M.V.1,2
-
Affiliations:
- 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
- Issue: Vol 486, No 2 (2019)
- Pages: 189-192
- Section: Chemistry
- URL: https://journals.eco-vector.com/0869-5652/article/view/13425
- DOI: https://doi.org/10.31857/S0869-56524862189-192
- ID: 13425
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
- 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
- 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
- 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
- Chapala P. P., Bermeshev M. V., Gavrilova N. N. // Polym. Sci. Ser. A. 2017. V. 59. № 1. Р. 143-148. doi: 10.1134/s0965545x17010035
- Tsai S. D., Register R. A. // Macromol. Chem. Phys. 2018. V. 219. № 11. 1800059. DOI: doi: 10.1002/macp.201800059
- 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
- Petrov V. A., Vasil’ev N.V. // Curr. Org. Synth. 2006. V. 3. Р. 215-259. doi: 10.2174/157017906776819204
- 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
- Kuivila H. G., Warner C. R. // J. Org. Chem. 1964. V. 29. № 10. Р. 2845-2851. doi: 10.1021/jo01033a008