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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… Click to show full 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.

Keywords: chiral stationary; based chiral; calix arene; arene polymer; phase

Journal Title: Chirality
Year Published: 2025

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