Evaluation of the silanization/hydrosilation process for the synthesis of chiral stationery phases

The silanization/hydrosilation bonding method is used to attach four differ ent chiral olefins to a silica hydride surface. Three of these olefins ((R) -(+)-limonene, (R)-(+)-acroyloxy-beta,beta -dimethyl-gamma -butyrolactone a nd 2-hydroxy-3-methacryloyloxypropyl-beta -cyclodextrin) are successfully b onded 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 enantio mers for the limonene phase, two marginal resolutions for the lactone phase and six successful separations for the beta -cyclodextrin material. Among the types of compounds that were resolved on the beta -cyclodextrin column were benzodiazepines, danysl amino acids and a novel selenium compound.