Novel Chiral Selector Based on Mefloquine – A Comparative NMR Study to Elucidate Intermolecular Interactions with Acidic Chiral Selectands

ABSTRACT

The synthesis, ab initio calculations, and a comparative nuclear magnetic resonance study of a novel chiral mefloquine-based selector (SO) are presented. On a series of variously N-acyl protected leucine selectands (SAs), a feasibility study of mefloquine carbamate as a basic chiral solvating agent, and potential fluorophilic high-performance liquid chromatography selector has been undertaken and evaluated. An analogy is drawn between the new SO and tert-butylcarbamoyl quinidine as a reference. © 2012 Wiley Periodicals, Inc.