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A Chiral Stationary Phase Based on Guanine Conglomerates Obtained under Viedma Ripening Conditions

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Abstract

A new chiral stationary phase based on guanine is proposed. An Inerton NAW-HDMS inert substrate modified with 10% guanine under Viedma ripening conditions is chosen as the main test sample. The modified adsorbent obtained by applying guanine in the Viedma ripening mode is capable of chiral recognition. An analysis of the thermodynamic functions of adsorption showed that the differences in molar changes in the internal energy and entropy of the adsorption of enantiomers of haloalkanes are due to the predominant adsorption of one of enantiomers inside a cavity of the supramolecular structure of guanine, and of the other, on its surface. It was found that the proposed stationary phase possesses enantioselectivity with respect to haloalkanes. Racemates of 2-bromoheptane, 1,2-dichloropropane, 1,2-dibromopropane, and 2-chlorobutane were separated by gas chromatography. The best separation was achieved for the 2-chloropentane racemate: the separation factor α was 2.43.

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Funding

This work was supported by the Russian Science Foundation, project no. 19-73-10079.

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Authors and Affiliations

  1. Bashkir State University, Faculty of Chemistry, 450076, Ufa, Russia

    N. I. Sairanova & Yu. Yu. Gainullina

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  1. N. I. Sairanova
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  2. Yu. Yu. Gainullina
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Correspondence to Yu. Yu. Gainullina.

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Translated by V. Kudrinskaya

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Sairanova, N.I., Gainullina, Y.Y. A Chiral Stationary Phase Based on Guanine Conglomerates Obtained under Viedma Ripening Conditions. J Anal Chem 76, 1321–1326 (2021). https://doi.org/10.1134/S1061934821110125

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  • DOI: https://doi.org/10.1134/S1061934821110125

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