Gas chromatographic separation of saturated aliphatic hydrocarbon enantiomers on permethylated beta-cyclodextrin.

Enantiomers of chiral aliphatic hydrocarbons are generally difficult to separate because they lack functional groups to be derivatized in order to generate diastereomers. The systematic and quantitative separation of a series of branched hydrocarbon enantiomers using a chiral cyclodextrin stationary phase and a cryostat-controlled gas chromatograph is described. The use of a cryogenic system allows the improvement of separations for various chiral aliphatic hydrocarbons. The molecular cyclodextrin-based mechanism of the achieved enantiomeric separations is discussed briefly. Possible applications of this analytical technique are summarized, with special emphasis on the planned enantiomeric separation experiment on a cometary nucleus. Copyright 2003 Wiley-Liss, Inc.