Enantioseparation of selected chiral sulfoxides using polysaccharide-type chiral stationary phases and polar organic, polar aqueous-organic and normal-phase eluents.
HPLC enantioseparation of selected chiral sulfoxides was studied using cellulose and amylose phenylcarbamate derivatives as chiral stationary phases (CSPs). The contributions of various functional groups of a chiral analyte as well as the polysaccharide derivatives in the analyte retention and chiral recognition were evaluated. A very high enantioseparation factor exceeding 110 was observed in the enantioseparation of 2-(benzylsulfinyl)benzamide (BSBA) on cellulose tris(3,5-dichlorophenylcarbamate) (CDCPC) CSP by using 2-propanol as a mobile phase. The enantiomer elution order was opposite on cellulose and amylose phenylcarbamates. For the polysaccharide-type CSPs, pure alcohols such as methanol, ethanol and 2-propanol represent a valuable alternative to more common alcohol-hydrocarbon and reversed-phase eluents.
Chankvetadze
B
B
Department of Applied Chemistry, Graduate School of Engineering, Nagoya University, Japan.
Yamamoto
C
C
Okamoto
Y
Y
D002851:Chromatography, High Pressure Liquid / Q000295:instrumentation*; D011134:Polysaccharides / Q000737:chemistry*; D012997:Solvents; D013237:Stereoisomerism; D013454:Sulfoxides / Q000302:isolation & purification*
D011134:Polysaccharides; D012997:Solvents; D013454:Sulfoxides