Synthesis of β‐Cyclodextrin–Calix[4]arene Polymer‐Based Chiral Stationary Phase for Chromatographic Separation of Enantiomers

In this work, a new strategy was proposed for the preparation of a chiral stationary phase based on β-cyclodextrin and calix[4]arene polymer. The chiral stationary phase was characterized by scanning electron microscopy, energy dispersive x-ray spectroscopy, Fourier transform infrared spectroscopy, and thermogravimetric analysis. The introduction of calix[4]arene polymer increased chirality recognition by increasing recognition sites and interactions, including hydrogen bonding, π-π interaction and synergistic inclusion effect. Compared with the home-made β-cyclodextrin-based chiral column, the prepared β-cyclodextrin-calix[4]arene polymer-based chiral column showed superior enantioseparation performance toward 1-phenylethanol, prothioconazole, promethazine, propranolol, and bisoprolol. These chiral compounds can be separated within 10 min under reversed-phase mode with resolutions ranging from 1.62 to 1.80. These findings will provide an important reference for developing novel supramolecule-based chiral stationary phases.

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Publication Details

Journal
Chirality
Published
2025-11-01
DOI
https://doi.org/10.1002/chir.70060
Primary Topic
Analytical Chemistry and Chromatography
Type
article
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article

Synthesis of β‐Cyclodextrin–Calix[4]arene Polymer‐Based Chiral Stationary Phase for Chromatographic Separation of Enantiomers

Jiayi Sun, S. Dong, Ding Fan, Ronghua Fan et al.
Chirality
Analytical Chemistry and Chromatography
article

Synthesis of β‐Cyclodextrin–Calix[4]arene Polymer‐Based Chiral Stationary Phase for Chromatographic Separation of Enantiomers

Jiayi Sun, S. Dong, Ding Fan, Ronghua Fan, Li Zhou, Ji Wu
article en

Abstract

In this work, a new strategy was proposed for the preparation of a chiral stationary phase based on β-cyclodextrin and calix[4]arene polymer. The chiral stationary phase was characterized by scanning electron microscopy, energy dispersive x-ray spectroscopy, Fourier transform infrared spectroscopy, and thermogravimetric analysis. The introduction of calix[4]arene polymer increased chirality recognition by increasing recognition sites and interactions, including hydrogen bonding, π-π interaction and synergistic inclusion effect. Compared with the home-made β-cyclodextrin-based chiral column, the prepared β-cyclodextrin-calix[4]arene polymer-based chiral column showed superior enantioseparation performance toward 1-phenylethanol, prothioconazole, promethazine, propranolol, and bisoprolol. These chiral compounds can be separated within 10 min under reversed-phase mode with resolutions ranging from 1.62 to 1.80. These findings will provide an important reference for developing novel supramolecule-based chiral stationary phases.

ChiralityVol. 37(11)
Shenyang Medical College (CN), First Hospital of China Medical University (CN), China Medical University (CN)
Openalex Percentile: Top 69%
Analytical Chemistry and Chromatography
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