The resolution of some chiral compounds in reversed-phase high-performance liquid chromatography by means of β-cyclodextrin inclusion complexes |
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Authors: | J Dębowski D Sybilska J Jurczak |
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Institution: | (1) Institute of Physical Chemistry and Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland |
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Abstract: | Summary -Cyclodextrin is applied as the chiral component of the mobile phase in a systematic study of the resolution —into enantiomers — of mandelic acid and its derivatives by reversed-phase liquid chromatography. It is found that the stereoselectivity arising from inclusion in -cyclodextrin molecules is significant (=1.02÷1.05) only for the compounds showing at the asymmetric carbon atom the presence of first, an intact carboxylic group and second, a functional group capable of hydrogen bonding with the hydroxyl groups of -cyclodextrin. Results are discussed in the light of the three-point attachment model of stereoselectivity as well as of the structure of the inclusion complexes.Presented at the 14th International Symposium on Chromatography London, September, 1982 |
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Keywords: | -Cyclodextrin" target="_blank">gif" alt="beta" align="MIDDLE" BORDER="0">-Cyclodextrin Inclusion complexes Reversed-phase liquid chromatography Three-point attachment model Stereoselectivity |
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