Abstract

Selectivity factors describing the chiral discrimination exerted by an enantiopure bicyclic diamide selector (DEABA) towards lorazepam enantiomers have been obtained by liquid chromatography (immobilized selector, α= k 2/ k 1) and by NMR (free selector, α= K 2/ K 1). Although the NMR results are in agreement with the elution order found in the chromatographic experiments, the α-values obtained by NMR were lower than expected. A possible cause of this discrepancy could be a self-association of the selector in solution, as indicated by a concentration-dependent chemical shift change found.

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