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Symmetric anionic polymethine dyes derived from bis(2,2,3,3,4,4,5,5-octafluoropentyl) 4,5-dinitro-9H-fluorene-2,7-disulfonate: synthesis and spectral properties

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Abstract

Anionic polymethine dyes were obtained from fluorene equipped with electron-withdrawing groups (SO2OCH2(CF2)3CHF2 in positions 2 and 7 and NO2 in positions 4 and 5). Their electronic absorption spectra in various solvents were examined and compared with the spectra of related dyes derived from tetranitrofluorene and bis(2,2,3,3,4,4,5,5-octafluoropentyl) 9H-fluorene-2,7-disulfonate. The ab initio quantum chemical calculations (DFT and TDDFT at the B3LYP/6-31G(d,p) level of theory) were used to analyze the nature of electron transitions and the orbitals involved as well as the electron density redistribution in the excited state.

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Authors and Affiliations

  1. Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 ul. Murmanskaya, 02660, Kiev-94, Ukraine

    I. V. Kurdyukova, N. A. Derevyanko & A. A. Ishchenko

  2. Donetsk National Technical University, 58 ul. Artema, 83000, Donetsk, Ukraine

    D. D. Mysyk

Authors
  1. I. V. Kurdyukova
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  2. N. A. Derevyanko
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  3. A. A. Ishchenko
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  4. D. D. Mysyk
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Correspondence to A. A. Ishchenko.

Additional information

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 3, pp. 0701–0706, March, 2014.

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Kurdyukova, I.V., Derevyanko, N.A., Ishchenko, A.A. et al. Symmetric anionic polymethine dyes derived from bis(2,2,3,3,4,4,5,5-octafluoropentyl) 4,5-dinitro-9H-fluorene-2,7-disulfonate: synthesis and spectral properties. Russ Chem Bull 63, 701–706 (2014). https://doi.org/10.1007/s11172-014-0495-9

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  • DOI: https://doi.org/10.1007/s11172-014-0495-9

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