High-performance liquid chromatographic enantioseparation of cationic 1,2,3,4-tetrahydroisoquinoline analogs on Cinchona alkaloid-based zwitterionic chiral stationary phases

摘要: The stereoisomers of 1,2,3,4-tetrahydroisoquinoline analogs were resolved for the first time by applying a polar ionic mobile phase on quinine or quinidine moiety fused with chiral sulfonic acid-type selector immobilized silica [Chiralpak ZWIX(+)™ and Chiralpak ZWIX(−)™]. effects nature concentrations components additives temperature retention enantioseparation investigated columns studied. Experiments performed in range 10–50 °C. Thermodynamic parameters calculated from plots ln α versus 1/T. separations generally enthalpy-controlled, but entropy-controlled separation was also observed below 30 °C. enantiomer elution order determined some cases to be opposite ZWIX(−)™ columns. Our results contribute better understanding enantiorecognition mechanism bases zwitterionic selectors.