Chiral high‐performance liquid and supercritical fluid chromatographic enantioseparations of limonene‐based bicyclic aminoalcohols and aminodiols on polysaccharide‐based chiral stationary phases

• DOI: 10.1002/bmc.4517
• Publication Date: 2019-02-26T20:14:12Z
• Authors: Tímea Orosz; Attila Bajtai; Tam Minh Le; Dániel Tanács; Zsolt Szakonyi; Ferenc Fülöp; Antal Péter; István Ilisz
• Keywords: Polysaccharides; Thermodynamics; Chromatography, Supercritical Fluid; Stereoisomerism; Amino Alcohols; 01 natural sciences; Chromatography, High Pressure Liquid; Limonene; 0104 chemical sciences

Abstract Enantioseparation of limonene‐based bicyclic 1,3‐aminoalcohols and 1,3,5‐ 1,3,6‐aminodiols was performed by normal‐phase high‐performance liquid chromatographic supercritical fluid (SFC) methods on polysaccharide‐based chiral stationary phases. The effects the composition mobile phase, column temperature structures analytes selectors retention selectivity were investigated LC SFC technique. Thermodynamic parameters derived from selectivity–temperature‐dependence studies found to be dependent method applied, nature selector structural details analytes. Enantiorecognition in most cases enthalpically driven but an unusual behavior also observed: decreased times accompanied improved separation factors with increasing temperature, i.e. some entropically separations observed. elution sequence determined all cases. stereoisomers optimized both modalities.