Novel 2-chrysenyl- and 1-pyrenyl-tartaramide derivatives as liquid chromatographic chiral phases for enantiomeric separation on porous graphitic carbon

Article abstract of DOI:10.1016/0957-4166(96)00125-5

Four new chiral stationary phases have been obtained by coupling 2-chrysenyl-amine and 1-pyrenylamine to chiral selector groups based on (R,R)-tartaric acid diamide. The compounds (R,R)-N-isopropyl-N'-(1-pyrenyl)tartaramide, (R,R)-N-(2-chrysenyl)-N'-isopropyltartaramide and (R,R)-N-(2-chrysenyl)-N'-(3-nitrophenyl)tartaramide are strongly adsorbed on to porous graphitic carbon to produce a novel type of carbon-based chiral stationary phase. These new materials were evaluated by HPLC and were found to exhibit excellent enantioselectivity for various types of compound including aromatic alcohols, binaphthyl derivatives, β-blocking agents and anti-inflammatory agents. These new chiral phases are very stable showing negligible tendency for phase loss or degradation.