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

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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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Correspondence to B. M. Bolotin.

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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

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