Abstract
High-performance liquid chromatography with a chiral crown ether stationary phase and capillary electrophoresis (CE) with a chiral crown ether dissolved in the operating buffer have been used for the separations of enantiomers of a variety of primary amines of pharmaceutical interest, including aminotetralin analogues, aminomethylbenzodioxane, amino derivatives of naphthalene and phenanthrene, and aminodecalin analogues. Interestingly, the enantiomers of many of these compounds were adequately resolved by only one or the other of the two methods, indicating that the techniques are complementary. The influence of the degree of complexation of analyte molecules with the crown ether on chromatographic retention, electrophoretic migration, and chiral recognition is discussed, as well as the relative advantages and disadvantages of the two methods in practical applications.
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