SYSTEMATIC MODIFICATION OF THE SEPARATION SELECTIVITY OF CYCLODEXTRIN-BASED GAS-CHROMATOGRAPHIC STATIONARY PHASES BY VARYING THE SIZE OF THE 6-O-SUBSTITUENTS
A. Shitangkoon et G. Vigh, SYSTEMATIC MODIFICATION OF THE SEPARATION SELECTIVITY OF CYCLODEXTRIN-BASED GAS-CHROMATOGRAPHIC STATIONARY PHASES BY VARYING THE SIZE OF THE 6-O-SUBSTITUENTS, Journal of chromatography, 738(1), 1996, pp. 31-42
Citations number
25
Categorie Soggetti
Chemistry Analytical","Biochemical Research Methods
Several heptakis(2,3-di-O-methyl)-beta-cyclodextrin derivatives were s
ynthesized in which the size of the primary 6-O-substituent was varied
systematically from deoxy-fluoro, through methyl, iz-pentyl, n-propyl
dimethylsilyl, tert.-butyldimethylsilyl, to triisopropylsilyl. The res
ulting solid cyclodextrin derivatives were dissolved at identical mola
l concentrations in OV-1701-vi to form useful gas chromatographic stat
ionary phases for enantiomer separations. It was found that while all
phases could be operated at temperatures as high as 250 degrees C, the
lower operating temperatures decreased greatly as the size of the sub
stituent increased. Chiral selectivity also varied significantly with
the size of the substituent: for almost all of the test compounds chir
al selectivity had a local maximum when the substituent was the tert.-
butyldimethylsilyl group.