COMPARISON OF 1-(1-NAPHTHYL)ETHYLCARBAMATE DERIVATIVES OF A CARBOHYDRATE BONDED CHIRAL STATIONARY-PHASE

New chiral stationary bonded phases (CSPs) based on derivatized malto- oligosaccharides are reported. Chiral separations are reported for 3,5 -dinitrobenzoyl-derivatized amines and amino acids as well as some 3,5 -dinitrophenylcarbamoylated alcohols. These new CSPs incorporate a 1-( 1-naphthyl)ethylcarbamate (NEC) moiety which introduces additional ste reogenicity and provides a useful probe for investigating chiral recog nition. The elution order, when known, was dependent upon the configur ation of the NEC substituent; that is, the S enantiomers were retained longest on the S column and the R enantiomers were retained longest o n the R column. Elution order from the RS column, when known, was the same as that observed for the S column. In most cases, retention corre lated with bonded ligand concentration on the silica substrate. In gen eral, the best enantioselectivities and resolution were obtained on th e S column.