Details

Autor(en) / Beteiligte

• Oi, Shuichi
• Ono, Hiroyuki
• Tanaka, Hideyuki
• Shijo, Masayuki
• Miyano, Sotaro

Titel

Axially dissymmetric bianthracene-based chiral stationary phase for the high-performance liquid chromatographic separation of enantiomers

Ist Teil von

• Journal of Chromatography A, 1994-09, Vol.679 (1), p.35-46

Ort / Verlag

Elsevier B.V

Erscheinungsjahr

1994

Quelle

EZB-NALI5-00465 Elsevier Archive NL

Beschreibungen/Notizen

• Enantiomerically pure (a R)-1,1′-bianthracene-2,2′-dicarboxylic acid is prepared and bonded to a 3-aminopropylsilanized silica via an amide linkage to afford a novel chiral stationary phase (CSP 2) for high-performance liquid chromatographic separation of enantiomers. The performance of CSP 2 is compared with that of the previously prepared binaphthalene-based CSP (CSP 1), which was obtained by bonding axially dissymmetric (a S)-1,1′-binaphthalene-2,2′-dicarboxylic acid to the silica. As is expected from the chiral discrimination mechanism proposed for CSP 1, in which simultaneous π-donor-acceptor interaction and dipole-stacking interaction between the CSP and the analytes play a critical role for the separation of enantiomers, CSP 2 shows a greatly improved performance as compared with CSP 1 in the separation of a wide range of enantiomeric amino acids, amines, alcohols and carboxylic acids as the 3,5-dinitrophenyl derivatives.