Skip to main content
SpringerLink
Log in

Synthesis and Luminescent Properties of Magnesium Complexes with Phenoxy-Substituted Phthalocyanine Ligands

  • COORDINATION COMPOUNDS
  • Published:
Russian Journal of Inorganic Chemistry Aims and scope Submit manuscript

Abstract―

A number of phthalonitriles with regularly varying peripheral phenoxyl substituents have been obtained by nucleophilic substitution of the nitro group/bromine atom with fragments of phenol derivatives. Based on these phthalonitriles, magnesium complex of with phthalocyanine ligands of various structures have been synthesized. For such complexes, the role of the nature, location, and number of substituents has been determined when considering the spectral and fluorescent parameters in various solvents. It is shown that, for the metal phthalocyanines under study, the spectral characteristics are largely influenced by the location of the substituent, while the values of the fluorescence quantum yields are influenced by all of the above characteristics.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

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

Similar content being viewed by others

REFERENCES

  1. D. Gounden, N. Nombona, and W. E. van Zyl, Coord. Chem. Rev. 420, 213359 (2020). https://doi.org/10.1016/j.ccr.2020.213359

    Article  CAS  Google Scholar 

  2. G. F. Pereira and T. T. Tasso, Inorg. Chim. Acta 519, 120271 (2021). https://doi.org/10.1016/j.ica.2021.120271

    Article  CAS  Google Scholar 

  3. R. C. H. Wong, P. C. Lo, and D. K. P. Ng, Coord. Chem. Rev. 379, 30 (2019). https://doi.org/10.1016/j.ccr.2017.10.006

    Article  CAS  Google Scholar 

  4. M. Urbani, M. E. Ragoussi, M. K. Nazeeruddin, et al., Coord. Chem. Rev. 381, 1 (2019). https://doi.org/10.1016/j.ccr.2018.10.007

    Article  CAS  Google Scholar 

  5. T. Nyokong and E. Antunes, Coord. Chem. Rev. 257, 2401 (2013). https://doi.org/10.1016/j.ccr.2013.03.016

    Article  CAS  Google Scholar 

  6. A. Vashurin, V. Maizlish, I. Kuzmin, et al., J. Porphyr. Phthalocyanines 21, 37 (2017). https://doi.org/10.1142/S108842461750002X

    Article  CAS  Google Scholar 

  7. G. Ekineker and M. Goksel, Tetrahedron 76, 130878 (2020). https://doi.org/10.1016/j.tet.2019.130878

    Article  CAS  Google Scholar 

  8. R. Ramachandran, Q. Hu, K. Rajavel, et al., J. Power Sources 471, 228472 (2020). https://doi.org/10.1016/j.jpowsour.2020.228472

    Article  CAS  Google Scholar 

  9. M. A. Gradova, I. Ostashevskaya, O. Gradov, et al., Macroheterocycles 11, 404 (2018). https://doi.org/10.6060/mhc181001g

    Article  CAS  Google Scholar 

  10. D. Erzunov, A. Vashurin, and O. Koifman, Russ. Chem. Bull. 67, 2250 (2018). https://doi.org/10.1007/s11172-018-2364-4

    Article  CAS  Google Scholar 

  11. A. Voronina, A. Filippova, S. Znoiko, et al., Russ. J. Inorg. Chem. 60, 1407 (2015). https://doi.org/10.1134/S0036023615110236

    Article  CAS  Google Scholar 

  12. N. Lebedeva, R. Kumeev, G. Alper, et al., J. Sol. Chem. 36, 793 (2007). https://doi.org/10.1007/s10953-007-9148-z

    Article  CAS  Google Scholar 

  13. A. Vashurin, R. Badaukaite, N. Futerman, et al., Pet. Chem. 53, 197 (2013). https://doi.org/10.1134/S0965544113030122

    Article  CAS  Google Scholar 

  14. Y. Rio, M. S. Rodríguez-Morgade, and T. Torres, Org. Biomol. Chem. 6, 1877 (2008). https://doi.org/10.1039/b800617b

    Article  CAS  PubMed  Google Scholar 

  15. S. Fery-Forgues and D. Lavabre, J. Chem. Educ. 76, 1260 (1999). https://doi.org/10.1021/ed076p1260

    Article  CAS  Google Scholar 

  16. A. Ogunsipe, D. Maree, and T. Nyokong, J. Mol. Struct. 650, 131 (2003). https://doi.org/10.1016/S0022-2860(03)00155-8

    Article  CAS  Google Scholar 

  17. S. Znoiko, N. Tolstykh, A. Mikhailova, et al., Russ. J. Gen. Chem. 90, 2289 (2020). https://doi.org/10.1134/S1070363220120117

    Article  CAS  Google Scholar 

  18. T. Tikhomirova, A. Peledina, V. Maizlish, et al., Russ. J. Gen. Chem. 88 (4), 742 (2018). https://doi.org/10.1134/S1070363218040199

    Article  CAS  Google Scholar 

  19. A. Botnar, T. Tikhomirova, K. Kazaryan, et al., J. Mol. Struct. 1238, 130438 (2021). https://doi.org/10.1016/j.molstruc.2021.130438

    Article  CAS  Google Scholar 

  20. K. Kadish, K. Smith, and R. Guilard, The Porphyrin Handbook (Academic Press, New York, 2000).

    Google Scholar 

  21. G. Shaposhnikov, V. Kulinich, and V. M. Maizlish, Modified Phthalocyanines and Their Structural Analogs (Krasand, Moscow, 2012) [in Russian].

    Google Scholar 

  22. B. D. Berezin, Coordination Compounds of Porphyrins and Phthalocyanine (Nauka, Moscow, 1976) [in Russian].

    Google Scholar 

  23. C. Rager, G. Schmid, and M. Hanack, Chem. A Eur. J. 5, 280 (1999). https://doi.org/10.1002/(SICI)1521-3765(19990104)-5:1<280::AID-CHEM280>3.0.CO;2-0

    Article  CAS  Google Scholar 

  24. J. W. Robinson, Practical Handbook of Spectroscopy (Routledge, Boca Raton, FL, 2017).

    Book  Google Scholar 

  25. J. R. Dyer, Applications of Absorption Spectroscopy of Organic Compounds (Prentice Hall, 1965).

    Google Scholar 

Download references

Funding

The study was carried out using the resources of the Center for Collective Use at the Ivanovo State University of Chemical Technology with the support of the Ministry of Education and Science of Russian Federation (agreement no. 075-15-2021-671) and with the financial support of the Russian Science Foundation (grant no. 17-73-20017).

Author information

Authors and Affiliations

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

    A. A. Botnar, S. A. Znoiko, N. P. Domareva, K. Yu. Kazaryan, T. V. Tikhomirova, O. V. Gornukhina & A. S. Vashurin

  2. Yaroslavl State Technical University, 150023, Yaroslavl, Russia

    S. G. Koshel

Authors
  1. A. A. Botnar
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. S. A. Znoiko
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. N. P. Domareva
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. K. Yu. Kazaryan
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. T. V. Tikhomirova
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. O. V. Gornukhina
    View author publications

    You can also search for this author in PubMed Google Scholar

  7. S. G. Koshel
    View author publications

    You can also search for this author in PubMed Google Scholar

  8. A. S. Vashurin
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to A. A. Botnar.

Ethics declarations

The authors declare that they have no conflicts of interest.

Additional information

Translated by V. Avdeeva

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Botnar, A.A., Znoiko, S.A., Domareva, N.P. et al. Synthesis and Luminescent Properties of Magnesium Complexes with Phenoxy-Substituted Phthalocyanine Ligands. Russ. J. Inorg. Chem. 67, 306–312 (2022). https://doi.org/10.1134/S0036023622030044

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S0036023622030044

Keywords:

Search

Navigation