Skip to main content
Log in

Catalytic Activity of μ-Carbido-Dimeric Iron(IV) Octapropylporphyrazinate in the 3,5,7,2',4'-Pentahydroxyflavone Oxidation Reaction with tert-Butyl Hydroperoxide

  • Chemical Kinetics and Catalysis
  • Published:
Russian Journal of Physical Chemistry A Aims and scope Submit manuscript

Abstract

It is found for the first time that μ-carbido-dimeric iron(IV) octapropylporphyrazinate displays catalytic activity in the oxidation reaction of natural flavonol morin with tert-butyl hydroperoxide, with the catalyst being stable under conditions of the reaction. The kinetics of this reaction are studied. It is shown the reaction proceeds via tentative formation of a complex between the catalyst and the oxidant, followed by O‒O bond homolytic cleavage. The kinetics of the reaction is described in the coordinates of the Michaelis–Menten equation. A linear dependence of the apparent reaction rate constant on the concentration of the catalyst is observed, testifying to its participation in the limiting reaction step. The equilibrium constants and rates of interaction are found. A mechanism is proposed for the reaction on the basis of the experimental data.

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. P. Nordlund, H. Dalton, and H. Eklund, FEBS Lett. 307, 257 (1992).

    Article  CAS  Google Scholar 

  2. C. Ercolani, J. Porphyr. Phthalocyan. 4, 340 (2000).

    Article  CAS  Google Scholar 

  3. E. V. Kudrik, P. Afanasiev, D. Bouchu, et al., J. Porphyr. Phthalocyan. 12, 1078 (2008).

    Article  CAS  Google Scholar 

  4. U. Isci, P. Afanasiev, J. M. M. Millet, et al., Dalton Trans., 7410 (2009).

    Google Scholar 

  5. A. B. Sorokin, E. V. Kudrik, L. X. Alvarez, et al., Catal. Today 157, 149 (2010).

    Article  CAS  Google Scholar 

  6. A. S. Makarova, E. V. Kudrik, S. V. Makarov, and O. I. Koifman, J. Porphyr. Phthalocyan. 18, 604 (2014).

    Article  CAS  Google Scholar 

  7. C. Colomban, E. V. Kudrik, P. Afanasiev, and A. B. Sorokin, J. Am. Chem. Soc. 136, 11321 (2014).

    Article  CAS  Google Scholar 

  8. U. Isci, F. Dumoulin, A. B. Sorokin, and V. Ahsen, Turk. J. Chem. 38, 923 (2014).

    Article  Google Scholar 

  9. P. Afanasiev and A. B. Sorokin, Acc. Chem. Res. 49, 583 (2016).

    Article  CAS  Google Scholar 

  10. M. G. Quesne, D. Senthilnathan, D. Singh, et al., ACS Catal. 6, 2230 (2016).

    Article  CAS  Google Scholar 

  11. E. V. Kudrik and A. B. Sorokin, J. Mol. Catal. A: Chem. 426, 499 (2017).

    Article  CAS  Google Scholar 

  12. E. V. Kudrik, P. Afanasiev, L. X. Alvarez, et al., Nat. Chem. 4, 1024 (2012).

    Article  CAS  Google Scholar 

  13. K. Tatsumi and R. Hoffmann, J. Chem. Soc., Chem. Commun., 509 (1980).

    Google Scholar 

  14. D. Mansuy, J. P. Lecomte, J. C. Chottard, and J. P. Bartoli, Inorg. Chem. 20, 3119 (1981).

    Article  CAS  Google Scholar 

  15. J. A. Hofmann, Jr. and D. F. Bocian, Inorg. Chem. 23, 1177 (1984).

    Article  CAS  Google Scholar 

  16. M. A. Crisanti, T. G. Spiro, D. R. English, et al., Inorg. Chem. 23, 3897 (1984).

    Article  CAS  Google Scholar 

  17. G. Rossi, V. L. Goedken, and C. Ercolanici, Chem. Commun., 46 (1988).

    Google Scholar 

  18. E. N. Bakshi, C. D. Delfs, K. S. Murray, et al., Inorg. Chem. 27, 4318 (1988).

    Article  CAS  Google Scholar 

  19. C. Ercolani, M. Gardini, V. L. Goedken, et al., Inorg. Chem. 28, 3097 (1989).

    Article  CAS  Google Scholar 

  20. D. P. Makris and J. T. Rossiter, J. Food Compos. Anal. 15, 103 (2002).

    Article  CAS  Google Scholar 

  21. Z. Yu, W. P. Fong, and C. H. K. Cheng, J. Pharmacol. Exp. Ther. 316, 169 (2006).

    Article  CAS  Google Scholar 

  22. C. D. Kanakis, S. Nafisi, M. Rajabi, et al., Spectroscopy 23, 29 (2009).

    Article  CAS  Google Scholar 

  23. Z. Markovic, D. Milenkovic, J. Dorovic, et al., Food Chem. 134, 1754 (2012).

    Article  CAS  Google Scholar 

  24. Z. Markovic, D. Milenkovic, J. Dorovic, et al., Food Chem. 135, 2070 (2012).

    Article  CAS  Google Scholar 

  25. N. Islam, Cogent Chem. 1, 1078272 (2015).

    Article  Google Scholar 

  26. C. Colomban, E. V. Kudrik, D. V. Tyurin, et al., Dalton Trans. 44, 2240 (2015).

    Article  CAS  Google Scholar 

  27. H. Lineweaver and D. Burk, J. Am. Chem. Soc. 56, 658 (1934).

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to D. V. Tyurin.

Additional information

Original Russian Text © D.V. Tyurin, S.V. Zaitseva, E.V. Kudrik, 2018, published in Zhurnal Fizicheskoi Khimii, 2018, Vol. 92, No. 5, pp. 723–727.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Tyurin, D.V., Zaitseva, S.V. & Kudrik, E.V. Catalytic Activity of μ-Carbido-Dimeric Iron(IV) Octapropylporphyrazinate in the 3,5,7,2',4'-Pentahydroxyflavone Oxidation Reaction with tert-Butyl Hydroperoxide. Russ. J. Phys. Chem. 92, 870–875 (2018). https://doi.org/10.1134/S0036024418050321

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S0036024418050321

Keywords

Navigation