Study of the mechanism of enantioseparation Part VI: Thermodynamic study of HPLC separation of some enantiomers of phenylcarbamic acid derivatives on a (S,S) Whelk-O 1 column
✍ Scribed by Jana Dungelová; Jozef Lehotay; Jan Krupčík; Jozef Cižmárik; Daniel W. Armstrong
- Publisher
- John Wiley and Sons
- Year
- 2004
- Tongue
- English
- Weight
- 506 KB
- Volume
- 27
- Category
- Article
- ISSN
- 1615-9306
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✦ Synopsis
Abstract
The enantiomers of thirteen 2‐, 3‐, and 4‐alkoxyphenylcarbamic acid 2‐methoxy‐1‐[(4‐methylpiperazino)methyl]ethyl ester were separated on a (S,S) Whelk‐O 1 CSP column isothermally in the range of 0–50°C at 10°C increments, using methanol/water (90/10, v/v) containing 17.5 mmol L^–1^ acetic acid and 14.36 mmol L^–1^ triethylamine as a mobile phase. The dependence of the natural logarithms of retention and selectivity factors (ln k, ln α, respectively) on the inverse of temperature, 1__/T__, was used to determine thermodynamic data of enantiomers of alkoxysubstituted phenylcarbamic acid 2‐methoxy‐1‐[(4‐methylpiperazino) methyl]ethyl esters. Enthalpy‐entropy compensation plots showed that all of the compounds in this study separate via the same enthalpy‐driven chiral recognition mechanism.
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