NOVEL 2-CHRYSENYL-TARTARAMIDE AND 1-PYRENYL-TARTARAMIDE DERIVATIVES AS LIQUID-CHROMATOGRAPHIC CHIRAL PHASES FOR ENANTIOMERIC SEPARATION ON POROUS GRAPHITIC CARBON

Citation
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
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
ISSN journal
09574166
Volume
7
Issue
4
Year of publication
1996
Pages
1189 - 1198
Database
ISI
SICI code
0957-4166(1996)7:4<1189:N2A1DA>2.0.ZU;2-K
Abstract
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