CHROMATOGRAPHIC RESOLUTION OF ENANTIOMERS ON A CHIRAL STATIONARY-PHASE PHYSICALLY ANCHORED TO POROUS GRAPHITIC CARBON

A chrysene-tartramide derived chiral stationary phase (CSP) was prepar ed and adsorbed onto the surface of porous graphitic carbon (Hypercarb ). The stereoselective properties of the carbon-based chiral stationar y phase was evaluated in a pre-packed high-performance liquid chromato graphy column, The carbon-based CSP was found to be capable of separat ing the enantiomers of a range of compounds including 1,1'-bi(2-naphth ol), 2,2-diaminobinaphthalene, 1,5-hexadiene-3,4-diol, benzoin, 1,4-di -O-benzylthreitol, 1,1'-binaphthalene-2,2'-diylhydrogenphosphate, prop ranolol, nadolol and labetolol using a non-aqueous mobile phase. The a ddition of ammonium acetate to the mobile phase was found to improve t he resolution of enantiomers for 1,1/-binaphthalene-2,2'-diylhydrogenp hosphate propranolol, nadolol and labetolol, The amount of chrysene-ta rtramide adsorbed on porous graphitic carbon was calculated from the c ycling process and the value corresponded to 2.6% by mass of porous gr aphitic carbon.