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Enantioselective separations by capillary gas chromatography on derivatized cyclodextrins. Part IV: Enantioselective interaction model of 2,2-dialkyl-4-alkoxycarbonyl-1,3-dioxolane derivatives on some substituted cyclodextrins

✍ Scribed by K. Jaques; W. M. Buda; Prof. Dr. A. Venema; P. Sandra

Publisher
John Wiley and Sons
Year
1995
Tongue
English
Weight
480 KB
Volume
7
Category
Article
ISSN
1040-7685

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✦ Synopsis

Abstract

An evaluation of the effects of differently derivatized cyclodextrins and analyte geometry for a series of 2,2‐dialkyl‐4‐alkoxycarbonyl‐1,3‐dioxolane derivatives on enantioselectivity has been performed. It was shown that changes in the cyclodextrin cavity size, caused by either the choice of type (α‐, β‐ or γ‐cyclodextrin) or substitution pattern, strongly affect the selectivity of the chiral separation of the substituted dioxolanes. The geometry of the analyte also appears to be very important to the selectivity. A model of the inclusion complex is proposed.

📜 SIMILAR VOLUMES

Enantioselective separations by capillar
Enantioselective separations by capillary GC on derivatized cyclodextrins. Part 1: Separation of some racemic 2,2-dialkyl-4-alkoxycarbonyl-1,3-dioxolane derivatives on permethylated α-, β- and γ-cyclodextrins
✍ Jaques, K. ;Buda, W. M. ;Pottie, M. ;Van der Eycken, J. ;Vandewalle, M. ;Venema, 📂 Article 📅 1993 🏛 John Wiley and Sons 🌐 English ⚖ 337 KB 👁 1 views

## Abstract The enantioseparation of some 2,2‐dialkyl‐4‐alkoxycarbonyl‐1,3‐dioxolane derivatives, which are important intermediates in the total synthesis of a number of biologically active compounds, was studied by means of capillary gas chromatography (CGC). The chromatographic results, obtained

Enantioselective separations by capillar
Enantioselective separations by capillary GC on derivatized cyclodextrins. Part 2: Determination of enantiomeric excess of some racemic 2,3-isopropylidene-1,2,3-cyclohexanetriol derivatives on permethyl α-, β-, and γ-cyclodextrins
✍ Jaques, K. ;Buda, W. ;Dumortier, L. ;Van der Eycken, J. ;Venema, Arnold ;Sandra, 📂 Article 📅 1994 🏛 John Wiley and Sons 🌐 English ⚖ 167 KB 👁 1 views

## Abstract Capillary GC on permethyl α‐, β‐, and γ‐cyclodextrins has been applied to separate and quantify the enantiomers of some 2,3‐iso‐propylidene‐1,2,3‐cyclohexanetriol derivatives. Quantitative CGC data are compared to those obtained with chiral shift ^1^H NMR.