Diastereomeric Compounds and Complexes

The chromatographic separation of enantiomers involves the formation of diastereomeric complexes between the enantiomers and the chiral environment. These diastereomeric complexes can exist as long-living species, or short-living complexes. 

The long-living diastereomeric species are achieved by chemical reaction between a certain pair of enantiomers and a chiral derivatizing reagent. They can be separated in an achiral environment. Their formation energy has no relevance to their chromatographic separation. Their separation is 

Organic Chemist s Desk Reference, Second Edition 

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