tert-Butyldimethylsilylated Cyclodextrins: Versatile Chiral ...

Published: Journal of Chromatographic Science, Volume 33, Number 5, May 1995, pp. 223-228.

tert- Butyldimethylsilylated Cyclodextrins: Versatile Chiral Stationary Phases in Capillary Gas Chromatography
Birgit Maas, Armin Dietrich, Dietmar Bartschat, and Armin Mosand

This paper deals with gas chromatographic separations of enantiomers on tert-butyldimethylsilylated cyclodextrins, namely heptakis(2,3-di-O-acetyl-6-O-tert-butyldimethylsilyl)-b-cyclodextrin, heptakis(6-O-tert-butyldimethylsilyl-2,3-di-O-methyl)-b-cyclodextrin, and octakis(2,3-di-O-butyl-6-O-tert-butyldimethylsilyl)-g-cyclodextrin. The advantages of these cyclodextrin derivatives in comparison with common cyclodextrins are outlined. The qualities of separations using these chiral stationary phases are demonstrated for separations of Aerangis lactone by multidimensional gas chromatography with heptakis(6-O-tert-butyldimethylsilyl-2,3-di-O-methyl)-b-cyclodextrin as the main column. Furthermore, the resolution of chiral aldehydes, namely 2-methylpentanal, 2-methylbutanal, 2-phenylpropanal, and 2-methyl-3-(4-tert-butylphenyl)propanal is shown, using heptakis(2,3-di-O-acetyl-6-O-tert-butyldimethylsilyl)-b-cyclodextrin as the chiral stationary phase. The separation of homologous secondary alcohols such as 2-alkanols (C₅–C₉), 3-alkanols (C₆–C₈), and 1-alken-3-ols (C₅–C₉) on octakis(2,3-di-O-butyl-6-O-tert-butyldimethylsilyl)-g-cyclodextrin is described.

Reproduction of editorial content of this journal is prohibited without publisher’s permission.

This article is available in its entirety by fax for $40.00.
Visa, MasterCard & Amex accepted.

To order electronically click here
or call: 847-647-2900 ext. 1323
or fax request to: 847-647-1155.

To order multiple copies click here.

Please indicate JCS volume and issue along with page numbers.