NOVEL 2-CHRYSENYL-TARTARAMIDE AND 1-PYRENYL-TARTARAMIDE DERIVATIVES AS LIQUID-CHROMATOGRAPHIC CHIRAL PHASES FOR ENANTIOMERIC SEPARATION ON POROUS GRAPHITIC CARBON
Li. Monser et al., NOVEL 2-CHRYSENYL-TARTARAMIDE AND 1-PYRENYL-TARTARAMIDE DERIVATIVES AS LIQUID-CHROMATOGRAPHIC CHIRAL PHASES FOR ENANTIOMERIC SEPARATION ON POROUS GRAPHITIC CARBON, Tetrahedron : asymmetry, 7(4), 1996, pp. 1189-1198
Four new chiral stationary phases have been obtained by coupling 2-chr
ysenylammine and l-pyrenylamine to chiral selector groups based on (R,
R)-tartaric acid diamide, The compounds (R,R)-N-isopropyl-N'-(1-pyreny
l)tartaramide, (R,R)-N-(2-chrysenyl)-N'-isopropyltartaramide and R,R)-
N-(Z-chrysenyl)-N'-(3-nitrophenyl)tartaramide are strongly adsorbed on
to porous graphitic carbon to produce a novel type of carbon-based ch
iral stationary phase. These new materials were evaluated by HPLC and
were found to exhibit excellent enantioselectivity for various types o
f compound including aromatic alcohols, binaphthyl derivatives, beta-b
locking agents and anti-inflammatory agents. These new chiral phases a
re very stable showing negligible tendency for phase loss or degradati
on. Copyright (C) 1996 Elsevier Science Ltd