Abstract
The enantiomeric separation of 12 chiral dihydrobenzofurans is reported on derivatized β-cyclodextrin stationary phases using high performance liquid chromatography. The hydroxypropyl β-cyclodextrin chiral stationary phase (CSP) with acetonitrile/water mobile phases was the most effective combination as it baseline separated 9 of the 12 compounds. The acetyl β-cyclodextrin and 2,3-dimethyl β-cyclodextrin CSPs were also effective in the reverse phase mode. The native β-cyclodextrin was far less effective than the non-aromatic derivatized CSPs. The aromatic functionalized CSPs showed no selectivity in the normal phase mode. Structural characteristics, such as substituent polarity and ring location, were important in the observed enantioselectivity.
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We would like to gratefully acknowledge the National Institutes of Health for funding this research (NIH RO1 GM53825-08),
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Soukup, R., Rozhkov, R., Larock, R. et al. The Use of Cyclodextrin-Based LC Stationary Phases for the Separation of Chiral Dihydrobenzofuran Derivatives. Chroma 61, 219–224 (2005). https://doi.org/10.1365/s10337-005-0519-6
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DOI: https://doi.org/10.1365/s10337-005-0519-6