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Influence of intermolecular hydrogen bonds on the luminescence properties of α-substituted cinnamonitriles

Crystallography Reports volume 58, pages 259–265 (2013)Cite this article

Abstract

In view of the dramatic difference in the spectral-luminescence properties of α-(p-chlorobenzoyl)-4-diethylaminocinnamonitrile and α-ethoxycarbonyl-4-diethylaminocinnamonitrile in solutions and in the crystalline state, X-ray diffraction analysis has been applied to study crystals of these compounds. The intermolecular C-H...N and C-H...O hydrogen bonds are found to contribute to the quinoidization of molecules, which leads to a bathochromic shift in the absorption and fluorescence spectra. A spectral-luminescence study of the aforementioned compounds has revealed that the solvent temperature and polarity affect the position of absorption and luminescence peaks: a decrease in these parameters causes a hypsochromic shift.

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Authors and Affiliations

  1. State Research Institute of Chemical Reagents and Especially Pure Chemical Substances, Moscow, Russia

    Ya. A. Mikhlina & B. M. Bolotin

  2. Faculty of Chemistry, Moscow State University, Moscow, 119992, Russia

    B. M. Uzhinov & V. V. Volchkov

  3. Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, Moscow, 119991, Russia

    L. G. Kuz’mina

Authors
  1. Ya. A. Mikhlina
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  2. B. M. Bolotin
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  3. B. M. Uzhinov
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  4. V. V. Volchkov
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  5. L. G. Kuz’mina
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Corresponding author

Correspondence to B. M. Bolotin.

Additional information

Original Russian Text © Ya.A. Mikhlina, B.M. Bolotin, B.M. Uzhinov, V.V. Volchkov, L.G. Kuz’mina, 2013, published in Kristallografiya, 2013, Vol. 58, No. 2, pp. 240–246.

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Mikhlina, Y.A., Bolotin, B.M., Uzhinov, B.M. et al. Influence of intermolecular hydrogen bonds on the luminescence properties of α-substituted cinnamonitriles. Crystallogr. Rep. 58, 259–265 (2013). https://doi.org/10.1134/S106377451302017X

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  • DOI: https://doi.org/10.1134/S106377451302017X

Keywords

  • Crystallography Report
  • Intermolecular Hydrogen Bond
  • Crystalline State
  • Ethoxycarbonyl
  • Chlorobenzoyl