Skip to main content
Log in

Kinetic model for cyclohexene hydromethoxycarbonylation catalyzed by RuCl3

  • Full Article
  • Published:
Russian Chemical Bulletin Aims and scope

Abstract

A kinetic model for hydromethoxycarbonylation of cyclohexene in methanol in the presence of RuCl3 at 463 K was developed. The model shows a combined influence of different reactants on the reaction rate; it takes into account side reactions of cyclohexene and it satisfactorily describes the experimental data obtained at conversions of cyclohexene up to 75%.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. A. L. Lapidus, S. D. Pirozhkov, Russ. Chem. Rev., 1989, 58, 117.

    Article  Google Scholar 

  2. K. Nozaki, I. Ojima, in Catalytic Asymmetric Synthesis, 2nd ed., Ed. I. Ojima, Wiley, New York, 2000, 864 pp.

  3. G. Kiss, Chem. Rev., 2001, 101, 3435.

    Article  CAS  PubMed  Google Scholar 

  4. A. L. Lapidus, E. Z. Gil denberg, L. L. Krasnova, S. D. Pirozhkov, Bull. Acad. Sci. USSR, Div. Chem. Sci, 1981, 30, 2093.

    Article  Google Scholar 

  5. A. R. Elman, A. E. Batov, Kinet. Catal., 2008, 49, 386.

    Article  CAS  Google Scholar 

  6. W.-C. Yang, S.-S. Weng, A. Ramasamy, G. Rajeshwaren, Y.-Y. Liao, C.-T. Chen, Org. Biomol. Chem., 2015, 13, 2385.

    Article  CAS  PubMed  Google Scholar 

  7. US Pat. 2,871,262; Chem. Abstr., 1959, 53, 14008.

  8. US Patent 2,876,254; Chem. Abstr., 1959, 53, 17906.

  9. L. Wu, Q. Liu, R. Jackstell, M. Beller, Org. Chem. Frontiers, 2015, 2, 771.

    Article  CAS  Google Scholar 

  10. N. Sevostyanova, S. Batashev, React. Kinet. Mechanisms Catal., 2017, 122, 315.

    Article  CAS  Google Scholar 

  11. N. T. Sevostyanova, S. A. Batashev, Russ. J. Phys. Chem. B, 2018, 12, 593.

    Article  CAS  Google Scholar 

  12. N. T. Sevostyanova, S. A. Batashev, React. Kinet. Mechanisms Catal., 2018, 125, 505.

    Article  CAS  Google Scholar 

  13. A. Vavasori, L. Toniolo, G. Cavinato, J. Mol. Catal. A: Chem., 2003, 191, 9.

    Article  CAS  Google Scholar 

  14. A. Vavasori, G. Cavinato, L. Toniolo, J. Mol. Catal. A: Chem., 2001, 176, 11.

    Article  CAS  Google Scholar 

  15. A. Vavasori, L. Toniolo, J. Mol. Catal. A: Chem., 1996, 110, 13.

    Article  CAS  Google Scholar 

  16. G. Cavinato, L. Toniolo, A. Vavasori, J. Mol. Catal. A: Chem., 2004, 219, 233.

    Article  CAS  Google Scholar 

  17. E. S. Petrov, J. Phys. Chem. USSR, 1988, 62, 2858.

    CAS  Google Scholar 

  18. G. Cavinato, A. Vavasori, L. Toniolo, A. Dolmella, Inorg. Chim. Acta, 2004, 357, 2737.

    Article  CAS  Google Scholar 

  19. G. Cavinato, L. Toniolo, A. Vavasori, Top. Organomet. Chem., 2006, 18, 125.

    Article  CAS  Google Scholar 

  20. G. Cavinato, L. Toniolo, J. Organomet. Chem., 1983, 241, 275.

    Article  CAS  Google Scholar 

  21. A. D. Karpyuk, V.I. Terekhova, N. D. Kolosova, E. S. Petrov, I. P. Beletskaya, Bull. Acad. Sci. USSR, Div. Chem. Sci., 1985, 34, 221.

    Article  Google Scholar 

  22. A. Seayad, S. Jayasree, K. Damodaran, L. Toniolo, R. V. Chaudhari, J. Organomet. Chem., 2000, 241, 275.

    Google Scholar 

  23. I. del Rio, C. Claver, P. W. N. M. van Leeuwen, Eur. J. Inorg. Chem., 2001, 2719.

    Google Scholar 

  24. A. Behr, A. J. Hubert, W. Keim, H. Loevenich, E. Puentes, M. Röper, R. Ugo, Catalysis in C 1 Chemistry, D. Reidel Publishing Company, Dordrecht, 1983, 312 pp.

    Google Scholar 

  25. M. I. Bruce, F. G. A. Stone, J. Chem. Soc. A, 1967, 1238.

    Google Scholar 

  26. E. Benedetti, G. Braca, G. Sbrana, F. Salvetti, B. Grassi, J. Organomet. Chem., 1972, 37, 363.

    Article  Google Scholar 

  27. M. A. Bennett, M. I. Bruce, T. W. Matheson, in Comprehensive Organometallic Chemistry, Eds G. Wilkinson, F. Gordon, A. Stone, E. W. Abel, Elsevier, Amsterdam, 1982, 4, 1064 pp.

  28. F. Perez, S. Oda, L. M. Geary, M. J. Krische, Top. Curr. Chem., 2016, 374, 35.

    Article  CAS  Google Scholar 

  29. C. F. J. Barnard, J. A. Daniels, J. Jeffery, R. J. Mawby, J. Chem. Soc., Dalton Trans., 1976, 953.

    Google Scholar 

  30. M. L. H. Green, in Organometallic Compounds, Eds G. E. Coates, M. L. H. Green, K. Wade, Methuen, London, 1968, 2, 376 pp.

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to N. T. Sevostyanova.

Additional information

Based on the materials of the V All-Russian Organic Chemistry Conference (ROCC-V) (September 10–14, 2018, Vladikavkaz, Russia).

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Sevostyanova, N.T., Batashev, S.A. Kinetic model for cyclohexene hydromethoxycarbonylation catalyzed by RuCl3. Russ Chem Bull 68, 540–546 (2019). https://doi.org/10.1007/s11172-019-2451-1

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11172-019-2451-1

Key words

Navigation