Skip to main content

Advertisement

Log in

EPR Study of New Bis-methano[60]fullerenes in Liquid

  • Original Paper
  • Published:
Applied Magnetic Resonance Aims and scope Submit manuscript

Abstract

Methano[60]fullerenes with two and four nitroxide radicals are studied by EPR spectroscopy. It is shown that nitroxide derivatives of fullerene C60 undergo conformational changes in liquid solution. It is established that transitions between the two conformations take place in the case of the biradical adduct of C60 fullerene. For the tetraradical adduct in the trans-3 position, it is shown that the biradicals do not interact and behave independently; therefore, the two-conformational model provides a good description of the experimental data. A more complicated situation is implemented for the tetraradical adduct in the equatorial position. The biradicals are not independent for this system, and their interaction leads to an increase in the number of possible conformations. Thermodynamic parameters for these systems are calculated.

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.

Fig. 1
Fig. 2
Fig. 3
Fig. 4

Similar content being viewed by others

References

  1. P. Anilkumar, F. Lu, L. Cao, P.G. Luo, J.-H. Liu, S. Sahu, K.N. Tackett Ii, Y. Wang, Y.-P. Sun, Curr. Med. Chem. 18, 2045 (2011)

    Article  Google Scholar 

  2. E. Castro, A.H. Garcia, G. Zavala, L. Echegoyen, J. Mater. Chem. B 5, 6523 (2017)

    Article  Google Scholar 

  3. M. Sosnowska, M. Kutwin, S. Jaworski, B. Strojny, M. Wierzbicki, J. Szczepaniak, M. Łojkowski, W. Święszkowski, J. Bałaban, A. Chwalibog, E. Sawosz, Int. J. Nanomed. 14, 6197 (2019)

    Article  Google Scholar 

  4. A. Barranger, L.M. Langan, V. Sharma, G.A. Rance, Y. Aminot, N.J. Weston, F. Akcha, M.N. Moore, V.M. Arlt, A.N. Khlobystov, J.W. Readman, A.N. Jha, Nanomaterials 9, 987 (2019)

    Article  Google Scholar 

  5. N. Kashef, Y.Y. Huang, M.R. Hamblin, Nanophotonics 6, 853 (2017)

    Article  Google Scholar 

  6. S.K. Sharma, L.Y. Chiang, M.R. Hamblin, Nanomedicine 6, 1813 (2011)

    Article  Google Scholar 

  7. D.Y. Yang, M.F. Wang, I.L. Chen, Y.C. Chan, M.S. Lee, F.C. Cheng, Neurosci. Lett. 311, 121 (2001)

    Article  Google Scholar 

  8. A.Y. Belik, A.Y. Rybkin, N.S. Goryachev, A.P. Sadkov, N.V. Filatova, A.G. Buyanovskaya, V.N. Talanova, Z.S. Klemenkova, V.S. Romanova, M.O. Koifman, A.A. Terentiev, A.I. Kotelnikov, Spectrochim. Acta Part A Mol. Biomol. Spectrosc. 260, 119885 (2021)

    Article  Google Scholar 

  9. A. Hirsch, The Chemistry of the Fullerenes (Thieme, New York, 1994)

    Book  Google Scholar 

  10. S.H. Friedman, D.L. DeCamp, R.P. Sijbesma, G. Srdanov, F. Wudl, G.L. Kenyon, J. Am. Chem. Soc. 115, 6506 (1993)

    Article  Google Scholar 

  11. O.A. Kraevaya, A.S. Peregudov, I.A. Godovikov, E.V. Shchurik, V.M. Martynenko, A.F. Shestakov, J. Balzarini, D. Schols, P.A. Troshin, Chem. Commun. 56, 1179 (2020)

    Article  Google Scholar 

  12. E. Castro, Z.S. Martinez, C.S. Seong, A. Cabrera-Espinoza, M. Ruiz, A. Hernandez Garcia, F. Valdez, M. Llano, L. Echegoyen, J. Med. Chem. 59, 10963 (2016)

    Article  Google Scholar 

  13. H.A. Beejapur, V. Campisciano, P. Franchi, M. Lucarini, F. Giacalone, M. Gruttadauria, ChemCatChem 6, 2419 (2014)

    Article  Google Scholar 

  14. V.P. Gubskaya, L.S. Berezhnaya, A.T. Gubaidullin, I.I. Faingold, R.A. Kotelnikova, N.P. Konovalova, V.I. Morozov, I.A. Litvinov, I.A. Nuretdinov, Org. Biomol. Chem. 5, 976 (2007)

    Article  Google Scholar 

  15. Y. Li, T. Wang, C. Zhao, Y. Qin, H. Meng, M. Nie, L. Jiang, C. Wang, Dalton Trans. 46, 8938 (2017)

    Article  Google Scholar 

  16. G. I. Likhtenschtein, Nitroxides. Brief History, Fundamentals, and Recent Developments, (Springer, Switzerland, 2020)

  17. N. Mizuochi, Y. Ohba, S. Yamauchi, J. Chem. Phys. 111, 3479 (1999)

    Article  ADS  Google Scholar 

  18. L. Franco, M. Mazzoni, C. Corvaja, V.P. Gubskaya, L.S. Berezhnaya, I.A. Nuretdinov, Appl. Magn. Reson. 30, 577 (2006)

    Article  Google Scholar 

  19. L. S. Berezhnaya, Ph.D. Thesis, Arbuzov Institute of Organic and Physical Chemistry, Russian academy of Sciences, Kazan, Russia, 2009

  20. A.J. Gordon, R.A. Ford, The Chemist’s Companion: A Handbook of Practical Data, Techniques, and References (Wiley, New York, 1973)

    Google Scholar 

  21. Y.N. Molin, K.M. Salikhov, K.I. Zamaraev, Spin Exchange in Chemistry and Biology (Springer, Berlin, 1980)

    Book  Google Scholar 

  22. V.N. Parmon, A.I. Kokorin, G.M. Zhidomirov, J. Struct. Chem. 18, 104 (1977)

    Article  Google Scholar 

  23. R.B. Zaripov, I.T. Khairutdinov, T. Kálai, K. Kish, A.I. Kokorin, K.M. Salikhov, Appl. Magn. Reson. 51, 523 (2020)

    Article  Google Scholar 

  24. M.F. Ottaviani, A. Modelli, O. Zeika, S. Jockusch, A. Moscatelli, N.J. Turro, J. Phys. Chem. A 116, 174 (2012)

    Article  Google Scholar 

  25. V.A. Tran, K. Rasmussen, G. Grampp, A.I. Kokorin, Appl. Magn. Reson. 32, 395 (2007)

    Article  Google Scholar 

  26. K. Komaguchi, T. Iida, Y. Goh, J. Ohshita, A. Kunai, M. Shiotani, Chem. Phys. Lett. 387, 327 (2004)

    Article  ADS  Google Scholar 

  27. V.N. Parmon, G.M. Zhidomirov, Mol. Phys. 27, 367 (1974)

    Article  ADS  Google Scholar 

  28. V.A. Tran, A.I. Kokorin, G. Grampp, K. Rasmussen, Appl. Magn. Reson. 35, 389 (2009)

    Article  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to I. A. Nuretdinov.

Additional information

Publisher's Note

Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.

Supplementary Information

Below is the link to the electronic supplementary material.

Supplementary file1 (DOCX 82 KB)

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Zaripov, R.B., Khairutdinov, I.T., Fazleeva, G.M. et al. EPR Study of New Bis-methano[60]fullerenes in Liquid. Appl Magn Reson 53, 979–988 (2022). https://doi.org/10.1007/s00723-021-01419-x

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s00723-021-01419-x

Navigation