Diluted modified cyclodextrins as chiral stationary phases in capillary gas chromatography-octakis(2,3-di-O-propionyl-6-O-tert-butyldimethylsilyl)-?-cyclodextrin

Abstract

The synthesis of octakis(2,3‐di‐O‐propionyl‐6‐O‐tert‐butyldimethylsilyl)‐γ‐cyclodextrin and its use as chiral stationary phase in capillary gas chromatography is described. Separation factors and thermodynamic parameters of several chiral compounds on two columns with different cyclodextrin content and different polysiloxanes as diluting phase are investigated. © 2000 John Wiley & Sons, Inc. J Micro Sep 12: 482–492, 2000

Chiral Separations

“…Two new CSPs based on long-chain alkylated β-CD were synthesized, and the enantiomeric separation of amines, alcohols, diols, carboxylic acids, amino acids, epoxides, halohydrocarbons, and ketones was evaluated (78). A novel GC CSP containing octakis(2,3-di-O-propionyl-6-O-tert-butyldimethylsilyl)-γ-CD was described, and the separation factors and thermodynamic parameters of several chiral compounds on two columns with different CD content was reported (79). Different di-tert-butyldimethyl-silylated CD CSPs were evaluated for the separation of various chiral analytes, and the separation factors and thermodynamic data were reported (80).…”

Substituent effects on chiral resolutions of derivatized 1‐phenylalkylamines by heptakis(2,3‐di‐O‐methyl‐6‐O‐tert‐butyldimethylsilyl)‐β‐cyclodextrin GC stationary phase

“…Various β‐CD derivatives with bulky 6‐ O ‐ tert ‐butyldimethylsilyl substituents are among the most useful chiral selectors, providing good enantioselectivity for diverse groups of chiral analytes as well as high column efficiency even at low temperatures . Even though a number of new CD derivatives have been developed and proven to be versatile, the understanding of the influence of analyte structure on chiral separation for each CD derivative by GC is thus far insufficient and limited to a certain groups of analytes and CD derivatives . Consequently, the selection of appropriate CD derivative for the separation of new chiral analytes is still challenging.…”

“…[6][7][8][9] Even though a number of new CD derivatives have been developed and proven to be versatile, the understanding of the influence of analyte structure on chiral separation for each CD derivative by GC is thus far insufficient and limited to a certain groups of analytes and CD derivatives. [10][11][12][13][14][15] Consequently, the selection of appropriate CD derivative for the separation of new chiral analytes is still challenging. Therefore, more studies on the relationship of analyte structures and enantioselectivity offered by existing CD derivatives are still essential and might be beneficial for the enantioseparation of new compounds.…”