The silanization/hydrosilation bonding method is used to attach four different chiral olefins to a silica hydride surface. Three of these olefins ((R)-(+)-limonene, (R)-(+)-acroyloxy-β,β-dimethyl-λ-butyrolactone and 2-hydroxy-3-methacryloyloxypropyl-β-cyclodextrin) are successfully bonded to the hydride intermediate as confirmed by DRIFT and solid state NMR spectroscopy. Chromatographic evaluation of these three chiral stationary phases using a number of test solutes resulted in no separations of enantiomers for the limonene phase, two marginal resolutions for the lactone phase and six successful separations for the β-cyclodextrin material. Among the types of compounds that were resolved on the β-cyclodextrin column were benzodiazepines, danysl amino acids and a novel selenium compound.
Available at: http://works.bepress.com/maria_matyska-pesek/72/