Skip to main content
Log in

Investigation of a C(sp2)-coupled nitronyl nitroxide diradical by electron paramagnetic resonance

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

Abstract

A heteroatomic analog of 1,1,2,3,3-pentamethylenepropane, the diradical N-[bis(4,4,5,5-tetramethyl-3-oxide-1-oxyl-4,5-dihydro-1H-imidazol-2-yl)methylene]-2-methylpropane-2-amine oxide (1) with two C(sp2)-bonded nitronyl nitroxide fragments in magnetically concentrated (single crystal) and magnetically diluted (frozen solution) forms was studied by EPR spectroscopy. The longitudinal and transverse relaxation times of diradical 1 in the frozen solution were measured for the first time; a significant difference in the intramolecular exchange interaction was demonstrated for the cases of the single crystal and the frozen solution. The influence of solvation on the value of the intramolecular exchange interaction in this class of compounds was discussed.

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. I. V. Stankevich, V. I. Sokolov, Russ. Chem. Bull., 2004, 53, 1824.

    Article  CAS  Google Scholar 

  2. M. N. Uvarov, L. V. Kulik, S. A. Dzuba, J. Chem. Phys., 2009, 131, 144501.

    Article  CAS  Google Scholar 

  3. M. Bennati, A. Grupp, M. Mehring, K. P. Dinse, J. Fink, Chem. Phys. Lett., 1992, 200, 440.

    Article  CAS  Google Scholar 

  4. O. A. Krumkacheva, I. O. Timofeev, L. V. Politanskaya, Y. F. Polienko, E. V. Tretyakov, O. Y. Rogozhnikova, D. V. Trukhin, V. M. Tormyshev, A. S. Chubarov, E. G. Bagryanskaya, M. V. Fedin, Angew. Chem., Int. Ed. Engl., 2019, 58, 13271.

    Article  CAS  Google Scholar 

  5. V. A. Nadtochenko, N. N. Denisov, I. V. Rubtsov, A. S. Lobach, A. P. Moravsky, Russ. Chem. Bull., 1993, 42, 1171.

    Article  Google Scholar 

  6. M. W. Doherty, N. B. Manson, P. Delaney, F. Jelezko, J. Wrachtrup, L. C. L. Hollenberg, Phys. Rep.—Rev. Sec. Phys. Lett., 2013, 528, 1.

    CAS  Google Scholar 

  7. J. Loubser, J. van Wyk, Rep. Progr. Phys., 1978, 41, 1201.

    Article  CAS  Google Scholar 

  8. S. Takahashi, R. Hanson, J. Van Tol, M. S. Sherwin, D. D. Awschalom, Phys. Rev. Lett., 2008, 101, 047601.

    Article  CAS  Google Scholar 

  9. W. Wu, J. Zhao, J. Sun, S. Guo, J. Org. Chem., 2012, 77, 5305.

    Article  CAS  Google Scholar 

  10. D. N. Congreve, J. Lee, N. J. Thompson, E. Hontz, S. R. Yost, P. D. Reusswig, M. E. Bahlke, S. Reineke, T. Van Voorhis, M. A. Baldo, Science, 2013, 340, 334.

    Article  CAS  Google Scholar 

  11. C. Kurtsiefer, S. Mayer, P. Zarda, H. Weinfurter, Phys. Rev. Lett., 2000, 85, 290.

    Article  CAS  Google Scholar 

  12. C. L. Degen, F. Reinhard, P. Cappellaro, Rev. Mod. Phys., 2017, 89, 035002.

    Article  Google Scholar 

  13. J. D. Breeze, E. Salvadori, J. Sathian, N. M. Alford, C. W. M. Kay, Nature, 2018, 555, 493.

    Article  CAS  Google Scholar 

  14. V. I. Ovcharenko, O. V. Kuznetsova, Russ. Chem. Rev., 2020, 89, 1261.

    Article  CAS  Google Scholar 

  15. I. S. Fomenko, A. L. Gushchin, Russ. Chem. Rev., 2020, 89, 966.

    Article  CAS  Google Scholar 

  16. Y. A. Ten, N. M. Troshkova, E. V. Tretyakov, Russ. Chem. Rev., 2020, 89, 693.

    Article  CAS  Google Scholar 

  17. V. I. Minkin, A. A. Starikova, M. G. Chegerev, A. G. Starikov, Russ. Chem. Bull., 2021, 70, 811.

    Article  CAS  Google Scholar 

  18. K. Matsumoto, M. Oda, M. Kozaki, K. Sato, T. Takui, K. Okada, Tetrahedron Lett., 1998, 39, 6307.

    Article  CAS  Google Scholar 

  19. H. Sato, V. Kathirvelu, G. Spagnol, S. Rajca, A. Rajca, S. S. Eaton, G. R. Eaton, J. Phys. Chem. B, 2008, 112, 2818.

    Article  CAS  Google Scholar 

  20. M. Abe, Chem. Rev., 2013, 113, 7011.

    Article  CAS  Google Scholar 

  21. S. Shuichi, I. Noriyuki, F. Kimiaki, K. Masatoshi, S. Daisuke, S. Kazunobu, T. Takeji, O. Hiromi, I. Shinobu, O. Keiji, Chem. Lett., 2011, 40, 22.

    Article  CAS  Google Scholar 

  22. S. Tolstikov, E. Tretyakov, S. Fokin, E. Suturina, G. Romanenko, A. Bogomyakov, D. Stass, A. Maryasov, M. Fedin, N. Gritsan, V. Ovcharenko, Chem.—Eur. J., 2014, 20, 2793.

    Article  CAS  Google Scholar 

  23. Quantitative EPR, Eds G. R. Eaton, S. S. Eaton, D. P. Barr, R. T. Weber, Springer-Verlag, Wien, 2010, 185 pp.

    Google Scholar 

  24. M. Y. Ivanov, V. A. Nadolinny, E. G. Bagryanskaya, Y. A. Grishin, M. V. Fedin, S. L. Veber, J. Magn. Reson., 2016, 271, 83.

    Article  CAS  Google Scholar 

  25. S. Stoll, A. Schweiger, J. Magn. Reson., 2006, 178, 42.

    Article  CAS  Google Scholar 

  26. B. Cage, J. H. McNeely, S. E. Russek, H. J. Halpern, J. Appl. Phys., 2009, 105, 043905.

    Article  CAS  Google Scholar 

Download references

Funding

This work was financially supported by the Russian Science Foundation (Project No. 17-13-01412) in the matter of conducting research by EPR spectroscopy and analysis of the results. S. E. Tolstikov is grateful to the Russian Foundation for Basic Research for supporting synthetic research (Project No. 18-29-04002).

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to S. L. Veber.

Additional information

Dedicated to Academician of the Russian Academy of Sciences R. Z. Sagdeev on the occasion of his 80th birthday.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 12, pp. 2370–2374, December, 2021.

This paper does not contain descriptions of studies on animals or humans.

The authors declare no competing interests.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Samsonenko, A.A., Tolstikov, S.E., Ovcharenko, V.I. et al. Investigation of a C(sp2)-coupled nitronyl nitroxide diradical by electron paramagnetic resonance. Russ Chem Bull 70, 2370–2374 (2021). https://doi.org/10.1007/s11172-021-3355-4

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11172-021-3355-4

Key words

Navigation