The use of cyclofructans as novel chiral selectors for gas chromatography Article

Zhang, Y, Breitbach, ZS, Wang, C et al. (2010). The use of cyclofructans as novel chiral selectors for gas chromatography . 135(5), 1076-1083. 10.1039/b925945g



cited authors

  • Zhang, Y; Breitbach, ZS; Wang, C; Armstrong, DW

fiu authors

abstract

  • Cyclofructans cannot be used as chiral stationary phases for GLC in their native states. This is due to their high melting points and their inability to be solubilized in other liquid stationary phases. However, when cyclofructans are derivatized (via the 3-, 4-, or 6-hydroxyl groups) they can then be dissolved in an achiral matrix and the mixture is suitable as a GLC chiral stationary phase. In this study, per-O-methylated cycloinulohexaose (PM-CF6), per-O-methylated cycloinuloheptose (PM-CF7) and 4,6-di-O-pentyl cycloinulohexaose (DP-CF6) were tested as new chiral selectors for GLC. Enantiomeric separations of several different compounds were observed when using the derivatized cyclofructans as chiral selectors. The enantiomers separated include esters, β-lactams, alcohols, and amino acid derivatives. Differences in the enantiomeric separations obtained by using PM-CF6, PM-CF7 and DP-CF6 as the chiral selector were observed. These differences gave some insight as to the mechanism of enantioselectivity for permethylated cyclofructans as GLC chiral selectors. © 2010 The Royal Society of Chemistry.

publication date

  • January 1, 2010

Digital Object Identifier (DOI)

start page

  • 1076

end page

  • 1083

volume

  • 135

issue

  • 5