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Cadmium(II) complexes with monoiodo- and dibromodipyrromethenes: synthesis, molecular structure, spectral-luminescent properties, and stability in solutions

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Abstract

Cadmium(II) chelates with 4-iodo-, 5,5´-, and 4,4´-dibromo-2,2´-dipyrromethenes (HL1, HL2, and HL3, respectively) with the composition of [CdL2] were synthesized. The influence of structural features of their molecules and properties of the medium on the characteristics of absorption and fluorescence spectra, and also on the thermodynamic stability constants in solutions was evaluated. The results of quantum chemical calculations revealed that the additional coordination interactions between the bromine atoms at the α-positions of dipyrromethene ligands and the complexing atom are possible in the molecular structure of α,α´- dibromosubstituted dipyrromethenate [Cd(L2)2] in contrast with β-halogenated analogues [Cd(L1)2] and [Cd(L3)2].

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References

  1. A. Palma, J. F. Gallagher, H. Muller-Bunz, J. Wolowska, J. L. McInnes, D. F. O´Shea, Dalton Trans., 2009,273.

    Google Scholar 

  2. T. S. Teets, D. V. Partyka, J. B. UpdegraffIII, T. G. Gray, Inorg. Chem., 2008, 47, 2338.

    Article  CAS  PubMed  Google Scholar 

  3. H. Falk, The Chemistry of Linear Oligopyrroles and Bile Pigments, Wien, Springer, 1989, 621 p.

    Book  Google Scholar 

  4. E. Wood, A. Thompson, Chem. Rev., 2007, 107, 1831.

    Article  CAS  PubMed  Google Scholar 

  5. N. A. Dudina, A. Yu. Nikonova, E. V. Antina, M. B. Berezin, A. I. Vyugin, Chem. Heterocycl. Compd. (Engl. Transl.), 2014, 49, 1740.

    Article  CAS  Google Scholar 

  6. A. A. Ksenofontov, G. B. Guseva, E. V. Antina, A. I. Vyugin, E. N. Nuraneeva, J. Fluorescence, 2016, 25, 1875.

    Article  CAS  Google Scholar 

  7. A. A. Ksenofontov, G. B. Guseva, E. V. Antina, A. I. Vyugin, J. Lumin., 2016, 170,275.

    Article  CAS  Google Scholar 

  8. L. A. Antina, N. A. Dudina, G. B. Guseva, E. V. Antina, M. B. Berezin, A. I. V´yugin, Russ. J. Inorg. Chem., 2012, 57,261.

    Article  CAS  Google Scholar 

  9. L. A. Antina, G. B. Guseva, A. I. V´yugin, E. V. Antina, Russ. J. Coord. Chem., 2012, 38,529.

    Google Scholar 

  10. G. B. Guseva, E. V. Antina, M. B. Berezin, A. I. V´yugin, E. N. Nuraneeva, Russ. J. Gen. Chem., 2013, 83, 1571.

    Article  CAS  Google Scholar 

  11. E. N. Nuraneeva, G. B. Guseva, E. V. Antina, M. B. Berezin, A. I. V´yugin, J. Lumin., 2016, 170,248.

    Article  CAS  Google Scholar 

  12. X. F. Zhang, X. Yang, Phys. Chem. B, 2013, 117, 5533.

    Article  CAS  Google Scholar 

  13. R. I. Roacho, A. Metta-Magaña, E. Peña-Cabrera, K. Pannell, Org. Biomol. Chem., 2015, 13,995.

    Article  CAS  PubMed  Google Scholar 

  14. G. B. Guseva, E. V. Antina, E. N. Nuraneeva, A. A. Ksenofontov, Russ. J. Struct. Chem., 2016, 57,25.

    Article  CAS  Google Scholar 

  15. M. W. Schmidt, K. K. Baldridge, J. A. Boatz, S. T. Elbert, M. S. Gordon, J. H. Jensen, S. Koseki, N. Matsunaga, K. A. Nguyen, S. Su, T. L. Windus, M. Dupuis, J. A. Montgomery, J. Comput. Chem., 1993, 14, 1347.

    Article  CAS  Google Scholar 

  16. V. S. Urusova, Yu. K. Egorov-Tismenko, Kristallografiya i Kristallokhimiya [Crystallography and Crystal Chemistry], KDU, Moscow, 2005, 592 p. (in Russian).

    Google Scholar 

  17. G. B. Guseva, E. V. Antina, M. B. Berezin, A. I. V´yugin, Russ. J. Gen. Chem., 2004, 74, 1282.

    Article  CAS  Google Scholar 

  18. E. N. Nuraneeva, G. B. Guseva, E. V. Antina, M. B. Berezin, A. I. V´yugin, J. Lumin., 2016, 170,248.

    Article  CAS  Google Scholar 

  19. G. B. Guseva, E. V. Antina, Russ. J. Coord. Chem., 2007, 33,341.

    Article  CAS  Google Scholar 

  20. E. V. Antina, G. B. Guseva, M. B. Berezin, A. I. V´yugin, Russ. J. Coord. Chem., 2006, 32,830.

    Article  CAS  Google Scholar 

  21. O. A. Golubchikov, B. D. Berezin, Russ. J. Phys. Chem., 1986, 60, 2113.

    CAS  Google Scholar 

  22. O. A. Golubchikov, Izv. Vuz. Khim. Tekhnol. [Izv. Univ. Chem. and Chem. Eng.], 2004, 47, No. 5, 10 (in Russian).

    CAS  Google Scholar 

  23. E. V. Antina, E. V. Rumyantsev, Khimiya Bilirubina i Ego Analogov [Chemistry of Bilirubin and Its Analogues], Krasand, Moscow, 2009, 352 p. (in Russian).

    Google Scholar 

  24. Y. Zhao, D. G. Truhlar, Theor. Chem. Acc., 2008, 120,215.

    Article  CAS  Google Scholar 

  25. F. Weigend, R. Ahlrichs, Phys. Chem., 2005, 7, 3297.

    CAS  Google Scholar 

  26. C.-K. Skylaris, L. Gagliardi, N.C. Handy, J. Mol. Struct. (Theochem), 2000, 229,501.

    Google Scholar 

  27. J. R. Lakowicz, Principles of Fluorescence Spectroscopy, Plenum Press, New York, 1983.

    Book  Google Scholar 

  28. A. N. Terenin, Fotonika Molekul Krasitelei [Photonics of Dye Molecules], Leningrad, Nauka, 1968, 100 p. (in Russian).

    Google Scholar 

  29. W. Qin, M. Barauh, M. Van der Auweraer, F. C. De Schryver, N. Boens, J. Phys. Chem. (A), 2005, 109, 7371.

    Article  CAS  Google Scholar 

  30. M. Fischer, J. Georges, Chem. Phys. Lett., 1996, 260,115.

    Article  CAS  Google Scholar 

  31. A. J. Gordon, R. A. Ford, The Chemist's Companion: A Handbook of Practical Data, Wiley&Sons, New York, 1972.

    Google Scholar 

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Authors and Affiliations

  1. G. A. Krestov Institute of Solution Chemistry, Russian Academy of Sciences, 1 ul. Akademicheskaya, 153045, Ivanovo, Russian Federation

    E. N. Nuraneeva, G. B. Guseva, E. V. Antina, M. B. Berezin & A. A. Ksenofontov

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  1. E. N. Nuraneeva
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  2. G. B. Guseva
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  3. E. V. Antina
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  4. M. B. Berezin
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  5. A. A. Ksenofontov
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Corresponding author

Correspondence to G. B. Guseva.

Additional information

Based on the materials of the XXVII International Chugaev Conference on the Coordination Chemistry (October 2–6, 2017; Nizhny Novgorod, Russia).

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 7, pp. 1231–1240, July, 2018.

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Nuraneeva, E.N., Guseva, G.B., Antina, E.V. et al. Cadmium(II) complexes with monoiodo- and dibromodipyrromethenes: synthesis, molecular structure, spectral-luminescent properties, and stability in solutions. Russ Chem Bull 67, 1231–1240 (2018). https://doi.org/10.1007/s11172-018-2206-4

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  • DOI: https://doi.org/10.1007/s11172-018-2206-4

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