EVALUATION OF 5-CHRYSENYL AND 1-PYRENYLTARTRAMIDE DERIVATIVES AS CHIRAL SELECTORS FOR ENANTIOMERIC SEPARATION ON POROUS GRAPHITIC CARBON HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHIC COLUMNS

Four chiral stationary phases were proposed containing (R,R)-N,N'-isop ropyltartramide and (R,R)-N,N'-(3-nitrophenyl)tartramide groups covale ntly linked to 2-chrysene and 1-pyrene. They were strongly adsorbed on porous graphitic carbon to afford carbon-based chiral stationary phas es. The stereoselective properties of these phases were evaluated usin g high-performance liquid chromatography and the phases were found to be capable of the recognition of aromatic alcohols, binaphthyl analogu es, beta-blocking agents and anti-inflammatory agents, The addition of ammonium acetate to the mobile phase enhanced the enantioselectivity for some solutes, The influences of the solute structure and the chira l selector structure on chiral recognition were examined. The effect o f substituents attached to the tartramide selectors, such as hydroxyl, acetyl and/or nitrobenzene groups, was studied, A low column temperat ure improved the enantioselective resolution. The stability of the ads orbed stationary phases under the chromatographic conditions (using po lar and non-polar solvents) was also investigated.