MOLECULAR MODELING AS A TOOL TO DISCRIMINATE BETWEEN ENANTIOMERS RESOLVED BY DERIVATIZED CYCLODEXTRINS IN GAS-CHROMATOGRAPHY

The elution order of a series of enantiomers, determined by gas chroma tography using permethylated and trifluoroacetylated beta- and gamma-c yclodextrins as stationary phases, was tentatively correlated with the lowest energies of the host-guest complex models resulting by includi ng the enantiomers into the cyclodextrin cavity by means of the molecu lar mechanics method using standard software packages SYBYL and SPARTA N. The modeling data of cyclic isomers such as proline derivatives and gamma-lactones correlate with the gas chromatographic data Those of o pen isomers such as other aliphatic D,L-amino acids and alcohols, give contradictory results.