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Kinetics of the Formation of an Active Oxo Species of µ-Carbidodimeric Water-Soluble Iron(IV) Sulfophthalocyanine in the Reaction with tert-Butyl Hydroperoxide

  • Physical Chemistry of Solutions
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Abstract

The kinetic characteristics were determined for the formation of a highly active oxo species of µ-carbidodimeric water-soluble iron(IV) sulfophthalocyanine under the action of tert-butyl hydroperoxide. The reaction rate was found, and a possible reaction mechanism was proposed. It was determined that the formation of a radical cation in the macrocycle of µ-carbidodimeric iron(IV) sulfophthalocyanine is preceded by coordination of the peroxide molecule with subsequent homolytic cleavage of the O-O bond. The oxo species formed in the reaction can oxidize organic peroxide and is readily regenerated in the presence of an organic base. The activity of the radical-cation species of the dimeric iron(IV) complex in the methyl orange oxidation reaction was shown.

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References

  1. M. Sono, M. P. Roach, E. D. Coulter, and J. H. Dawson, Chem. Rev. 96, 2841 (1996). https://doi.org/10.1021/cr9500500

    Article  CAS  PubMed  Google Scholar 

  2. T. L. Poulos, Chem. Rev. 114, 3919 (2014). https://doi.org/10.1021/cr400415k

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  3. M. Oszajca, A. Franke, M. Brindell, et al., Coord. Chem. Rev. 306, 483 (2016). https://doi.org/10.1016/j.ccr.2015.01.013

    Article  CAS  Google Scholar 

  4. K. Sengupta, S. Chatterjee, and A. Dey, ACS Catal. 6, 1382 (2016). https://doi.org/10.1021/acscatal.5b02668

    Article  CAS  Google Scholar 

  5. L. Ji, A. Franke, M. Brindell, et al., Chem.-Eur. J. 20, 14437 (2014). https://doi.org/10.1002/chem.201402347

    Article  CAS  PubMed  Google Scholar 

  6. C. M. Chapman, J. M. Pruneau, C. A. Laverack, et al., App. Catal. A, General 510, 204 (2016). https://doi.org/10.1016/j.apcata.2015.11.031

    Article  CAS  Google Scholar 

  7. R. M. Buoro, R. P. Bacil, C. G. Sanz, et al., Sens. Actuators, B 250, 169 (2017). https://doi.org/10.1016/j.snb.2017.03.176

    Article  CAS  Google Scholar 

  8. G. Chreifi, E. L. Baxter, T. Doukov, et al., PNAS 113, 1226 (2016). https://doi.org/10.1073/pnas.1521664113

    Article  CAS  PubMed  Google Scholar 

  9. L. Magerusan, C. Socaci, F. Pogacean, et al., RSC Adv. 6, 79497 (2016). https://doi.org/10.1039/c6ra15414j

    Article  CAS  Google Scholar 

  10. A. B. Sorokin and E. V. Kudrik, Catal. Today 159, 37 (2011). https://doi.org/10.1016/j.cattod.2010.06.020

    Article  CAS  Google Scholar 

  11. P. Afanasiev, E. V. Kudrik, A. B. Sorokin, et al., Chem. Commun. 48, 6088 (2012). https://doi.org/10.1039/c2cc31917a

    Article  CAS  Google Scholar 

  12. R. Silaghi-Dumitrescu, M. M. Uta, S. V. Makarov, et al., New J. Chem. 35, 1140 (2011). https://doi.org/10.1039/C0NJ00827C

    Article  CAS  Google Scholar 

  13. A. B. Sorokin and A. Tuel, Catal. Today 57, 45 (2000). https://doi.org/10.1016/S0920-5861(99)00312-0

    Article  CAS  Google Scholar 

  14. I. M. Geraskin, M. W. Luedtke, H. M. Neu, et al., Tetrahedron Lett. 49, 7410 (2008). https://doi.org/10.1016/j.tetlet.2008.10.060

    Article  CAS  Google Scholar 

  15. S. V. Zaitseva, O. R. Simonova, S. A. Zdanovich, et al., Macroheterocycles 7, 29 (2014). https://doi.org/10.6060/mhc140486s

    Article  Google Scholar 

  16. H. M. Neu, M. S. Yusubov, V. V. Zhdankin, and V. N. Nemykin, Adv. Synth. Catal. 351, 3168 (2009). https://doi.org/10.1002/adsc.200900705

    Article  CAS  Google Scholar 

  17. S. V. Zaitseva, O. R. Simonova, S. A. Zdanovich, and O. I. Koifman, Macroheterocycles 11, 55 (2018). https://doi.org/10.6060/mhc180173s

    Google Scholar 

  18. E. G. Kovaleva, M. B. Neibergall, S. Chakrabarty, and J. D. Lipscomb, Acc. Chem. Res. 40, 475 (2007). https://doi.org/10.1021/ar700052v

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  19. S. J. Lippard, J. Philos. Trans. R. Soc. London 363, 861 (2005). https://doi.org/10.1098/rsta.2004.1532

    Article  CAS  Google Scholar 

  20. A. Sorokin, L. Fraisse, A. Rabion, and B. Meunier, J. Mol. Catal. A. Chem. 117, 103 (1997). https://doi.org/10.1016/S1381-1169(96)00415-3

    Article  CAS  Google Scholar 

  21. O. R. Simonova, S. V. Zaitseva, E. Yu. Tyulyaeva, et al., Russ. J. Inorg. Chem. 62, 508 (2017). https://doi.org/10.1134/S0036023617040179

    Article  CAS  Google Scholar 

  22. S. V. Zaitseva, S. A. Zdanovich, E. V. Kudrik, and O. I. Koffman, Russ. J. Inorg. Chem. 62, 1257 (2017). https://doi.org/10.1134/S0036023617090194

    Article  CAS  Google Scholar 

  23. C. Rossi, V. L. Goedken, and C. Ercolani, J. Chem. Soc., Chem. Commun., No. 1, 46 (1988). https://doi.org/10.1039/C39880000046

  24. A. Capobianchi, A. M. Paoletti, G. Rossia, et al., Sens. Actuators, B 142, 159 (2009). https://doi.org/10.1016/j.snb.2009.08.021

    Article  CAS  Google Scholar 

  25. G. Zanotti, N. Angelini, S. Notarantonio, et al., Int. J. Photoenergy 2010, Article ID 136807 (2010). https://doi.org/10.1155/2010/136807

  26. A. Kienast, L. Galich, K. S. Murray, et al., J. Porph. Phthal. 1, 141 (1997). https://doi.org/10.1002/(SICI)1099-1409(199704)1:2<141::AID-JPP18>3.0.CO;2-M

    Article  CAS  Google Scholar 

  27. P. Kluson, M. Drobek, A. Kalaji, et al., Res. Chem. Intermed. 35, 103 (2009). https://doi.org/10.1007/s11164-008-0003-7

    Article  CAS  Google Scholar 

  28. Experimental Methods of Chemical Kinetics, Ed. by N. M. Emanuel’ and G. B. Sergeev (Vyssh. shk, Moscow, 1980) [in Russian].

    Google Scholar 

  29. O. R. Simonova, S. V. Zaitseva, E. Yu. Tyulyaeva, et al., Russ. J. Inorg. Chem. 62, 508 (2017). https://doi.org/10.1134/S0036023617040179

    Article  CAS  Google Scholar 

  30. K. Nakamoto, Infrared and Raman Spectra of Inorganic and Coordination Compounds (Wiley-Interscience, New York, 1986).

    Google Scholar 

  31. E. S. Grishina, E. V. Kudrik, S. V. Makarov, et al., Russ. J. Phys. Chem. A 90, 704 (2016). https://doi.org/10.1134/S0036024416030134

    Article  CAS  Google Scholar 

  32. O. R. Simonova, S. V. Zaitseva, E. Yu. Tyulyaeva, et al., Russ. J. Phys. Chem. A 92, 2128 (2018). https://doi.org/10.1134/S0036024418110390

    Article  CAS  Google Scholar 

  33. S. Hu and T. G. Spiro, J. Am. Chem. Soc. 115, 12029 (1993). https://doi.org/10.1021/ja00078a047

    Article  CAS  Google Scholar 

  34. S. V. Zaitseva, S. A. Zdanovich, E. Yu. Tyulyaeva, et al., J. Porph. Phthal. 20, 639 (2016). https://doi.org/10.1142/S1088424616500474

    Article  CAS  Google Scholar 

  35. S. Dhifaoui, S. Nasri, G. Gontard, et al., Inorg. Chim. Acta 477, 114 (2018). https://doi.org/10.1016/j.ica.2018.02.016

    Article  CAS  Google Scholar 

  36. E. Y. Tyulyaeva, N. G. Bichan, T. N. Lomova, and A. S. Semeikin, Russ. J. Inorg. Chem. 62, 1576 (2017). https://doi.org/10.1134/S0036023617120208

    Article  CAS  Google Scholar 

  37. S. Rayati and Z. Sheybanifard, Comp. Rend. Chimie 19, 371 (2016). https://doi.org/10.1016/j.crci.2015.12.001

    Article  CAS  Google Scholar 

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Acknowledgments

This work was performed using equipment of the Center for Shared Use of the Upper Volga Regional Center for Physicochemical Studies.

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Authors and Affiliations

  1. Krestov Institute of Solution Chemistry, Russian Academy of Sciences, Ivanovo, 153045, Russia

    S. V. Zaitseva, S. A. Zdanovich & O. I. Koifman

  2. Ivanovo State University of Chemistry and Technology, Ivanovo, 153000, Russia

    D. V. Tyurin & O. I. Koifman

Authors
  1. S. V. Zaitseva
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  2. D. V. Tyurin
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  3. S. A. Zdanovich
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  4. O. I. Koifman
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Correspondence to S. V. Zaitseva.

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Russian Text © The Author(s), 2019, published in Zhurnal Neorganicheskoi Khimii, 2019, Vol. 64, No. 6, pp. 660–667.

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Zaitseva, S.V., Tyurin, D.V., Zdanovich, S.A. et al. Kinetics of the Formation of an Active Oxo Species of µ-Carbidodimeric Water-Soluble Iron(IV) Sulfophthalocyanine in the Reaction with tert-Butyl Hydroperoxide. Russ. J. Inorg. Chem. 64, 815–821 (2019). https://doi.org/10.1134/S0036023619060184

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