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ENERGY ASPECTS OF CHIRAL DISCRIMINATION IN A CONTINUOUS SOLID SOLUTION OF ENANTIOMERS: p-PROPOXYPHENYL GLYCEROL ETHER

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Abstract

We managed to detect and measure chiral discrimination in the crystalline phase of the continuous solid solution of enantiomers of para-propoxyphenyl glycerol ether. To this end, we performed a series of experiments on the comparison of compositions of saturated solutions above the equilibrium solid phases with those of the solid phases themselves. For the solid solutions it is shown that the chiral discrimination can be quantitatively characterized through the energy difference of the molecules of two enantiomers in the inner crystal environment. For the system under study in the composition range x > 0.8, this value is –1.2 kJ/mol. The results presented demonstrate that according to thermochemical data, the almost ideal behavior of the solid solutions of enantiomers, according to the thermochemical data, can actually conceal significant effects of the chiral discrimination in the solid phase.

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Funding

The work was supported by the Russian Science Foundation (project No. 22-23-01152).

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Authors and Affiliations

  1. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, Kazan, Russia

    D. V. Zakharychev, D. P. Gerasimova & R. R. Fayzullin

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  1. D. V. Zakharychev
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  2. D. P. Gerasimova
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  3. R. R. Fayzullin
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Correspondence to D. V. Zakharychev.

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Russian Text © The Author(s), 2023, published in Zhurnal Strukturnoi Khimii, 2023, Vol. 64, No. 2, 105811.https://doi.org/10.26902/JSC_id105811

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Zakharychev, D.V., Gerasimova, D.P. & Fayzullin, R.R. ENERGY ASPECTS OF CHIRAL DISCRIMINATION IN A CONTINUOUS SOLID SOLUTION OF ENANTIOMERS: p-PROPOXYPHENYL GLYCEROL ETHER. J Struct Chem 64, 216–226 (2023). https://doi.org/10.1134/S0022476623020063

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