Regularities between Separations of Enantiomeric and Diastereoisomeric Mixtures. Prediction of the Efficiency of Diastereomeric/ Enantiomeric Separations on the Basis of Behaviour of Enantiomeric Mixtures

Abstract

The driving force of the formation of the homo- and heterochiral associates in the mixtures of chiral compounds is, probably, the effort of the system to separate the most symmetric associates from the less symmetric ones. A possible way to achieve separation of these associates is the distribution between two phases. Therefore, during the separation of (a certain part) diastereoisomers similar trends can be observed as in course of the distribution of enantiomeric mixtures between two phases, although in the first case a third chiral compound (namely the resolving agent) is present. Of course in this case the formation of symmetrical associate is not so obvious as in case of enantiomeric mixtures. It should be noted that thus the outcome may be modified by the intervention of kinetic control. It can be concluded that the structure of chiral compounds encodes the result of the (optical) resolution.