Thermodynamic study on the gas chromatographic separation of the enantiomers of aromatic alcohols using heptakis(2,3-di-O-methyl-6-O-tert-butyldimethylsilyl)-beta-cyclodextrin as a stationary phase.
Gas chromatographic separation of the enantiomers of nineteen structurally related aromatic alcohols was investigated as a function of temperature using a heptakis(2,3-di-O-methyl-6-O-tert-butyldimethylsilyl)-beta-cyclodextrin-coated capillary column. Thermodynamic parameters were determined and compared with those obtained with the nonchiral, reference stationary phase, OV-1701. While the -deltaH and -deltaS values for the more retained enantiomers of all nineteen alcohols are comparable on the chiral stationary phase used, the -delta(deltaH) and -delta(deltaS) values are considerably different. Of all the solutes tested, enantiodiscrimination was the greatest for the 2,6-difluoro-alpha-methylbenzyl alcohol.
Shitangkoon
Aroonsiri
A
Department of Chemistry, Faculty of Science, Chulalongkorn University, Bangkok 10330, Thailand. aroonsiri.s@chula.ac.th
Yanchinda
Jirawit
J
Shiowatana
Juwadee
J
D000438:Alcohols; D002849:Chromatography, Gas; D013058:Mass Spectrometry; D017646:Organosilicon Compounds / Q000737:chemistry*; D012015:Reference Standards; D013237:Stereoisomerism; D013816:Thermodynamics; D047392:beta-Cyclodextrins / Q000737:chemistry*
D000438:Alcohols; D017646:Organosilicon Compounds; D047392:beta-Cyclodextrins; C113808:heptakis(2,3-di-O-methyl-6-O-tert-butyldimethylsilyl)-beta-cyclodextrin