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The enantiomeric purity of a chemical entity is important in various industries, such as analytical, food, pesticide and pharmaceutical. When a compound is produced as a racemic modification typically only one of the enantiomers exhibits the required biological effect. The main resolution methods include spontaneous resolution by crystallization, enzymatic transformations and chromatographic methods. Inclusion formation of chiral host compounds, such as cyclodextrins or deoxycholic acid derivatives is also a constructive technique for resolving enantiomers. In addition, formation of diastereomeric salts is also a widely used practice. An example is the employment of cinchona alkaloids in the separation of racemic modifications of carboxylic acids.[1] Interestingly we still do not fully understand the mechanism of chiral discrimination and the lack of this knowledge limits our ability of designing the ‘perfect’ resolving agent for a given racemic modification.

Chiral discrimination in the solid-state – molecular interactions in inclusion compounds and diastereomeric salts of cinchona alkaloids