Structural and temperature effects in the high-performance liquid chromatographic enantioseparation of 1-(α-aminobenzyl)-2-naphthol and 2-(α-aminobenzyl)-1-naphthol analogs

✍ Scribed by Anita Sztojkov-Ivanov; István Szatmári; Antal Péter; Ferenc Fülöp

• Publisher: John Wiley and Sons
• Year: 2005
• Tongue: English
• Weight: 187 KB
• Volume: 28
• Category: Article
• ISSN: 1615-9306
• DOI: 10.1002/jssc.200500138

✦ Synopsis

The enantiomers of 1-(alpha-aminobenzyl)-2-naphthol and 2-(alpha-aminobenzyl)-1-naphthol analogs were separated isothermally on a cellulose-tris-3,5-dimethylphenyl carbamate-based chiral stationary phase (Chiralcel OD-H), at 10 degrees C increments in the range of 5-35 degrees C, using n-hexane/2-propanol/diethylamine as mobile phase. The mobile phase composition and temperature were varied to achieve baseline resolutions in a single chromatographic run. The dependence of the natural logarithms of selectivity factors, In alpha, on the inverse of temperature, 1/T, was used to determine the thermodynamic data of the enantiomers. The thermodynamic data revealed that all the compounds in this study separate via the same enthalpy-driven chiral recognition mechanism.