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Influence of Solvation and Structural Contributions on Fluorescence of Dipyrrine Dyes

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Abstract

The results of quantum-chemical and spectral researches of zinc(II) complexes with alkylated dipyrrine and 3,3′-, 2,3′- and 2,2′-bis(dipyrrine)s in non-polar and polar solvents and their binary mixtures are presented. It was investigated the efficiency of the fluorescence quenching of fluorophores depending on of the solvation and structural contributions. Found that 3,3′-bis(dipyrrinato)zinc(II) demonstrates the highest sensitivity of the fluorescence to the presence of the electron-donor component compared with the studied complexes. The obtained results allow to offer dipyrrine and bis(dipyrrine) zinc(II) complexes as new, highly sensitive and selective fluorescent sensors of the N- and O-containing toxicants.

Influence of solvation and structural contributions on fluorescence of dipyrrine dyes

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Acknowledgments

This work was supported by the Russian Foundation for Basic Research (grant 15-43-03081-p_center_a).

We are grateful to the Interdisciplinary Supercomputer Center of the Russian Academy of Sciences (Moscow) for providing MBC 100 K cluster resources.

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Authors and Affiliations

  1. G.A. Krestov Institution of Solution Chemistry of the Russian Academy of Sciences, 1 Akademicheskaya Street, 153045, Ivanovo, Russia

    A. A. Ksenofontov, G. B. Guseva, E. V. Antina, A. I. Vyugin & E. N. Nuraneeva

Authors
  1. A. A. Ksenofontov
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  2. G. B. Guseva
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  3. E. V. Antina
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  4. A. I. Vyugin
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  5. E. N. Nuraneeva
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Corresponding author

Correspondence to G. B. Guseva.

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Highlights

• Spectral properties of dipyrrin and bis(dipyrrin)s Zn(II) complexes in organic solvents were investigated.

• HOMO → LUMO transition makes the main contribution to manifestation of the fluorescence of the dipyrrine dyes.

• The fluorescence quenching of the dipyrrine dyes depends on the structural factors and of the medium polarity.

• Specific solvation strongly affects the fluorescence properties of the dipyrrine dyes.

• Dipyrrine dyes are recommended as the fluorescent sensors of the medium polarity.

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Ksenofontov, A.A., Guseva, G.B., Antina, E.V. et al. Influence of Solvation and Structural Contributions on Fluorescence of Dipyrrine Dyes. J Fluoresc 25, 1875–1885 (2015). https://doi.org/10.1007/s10895-015-1680-4

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  • DOI: https://doi.org/10.1007/s10895-015-1680-4

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