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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
Author(s) -
Dungelová Jana,
Lehotay Jozef,
Krupčík Jan,
Cižmárik Jozef,
Armstrong Daniel W.
Publication year - 2004
Publication title -
journal of separation science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.72
H-Index - 102
eISSN - 1615-9314
pISSN - 1615-9306
DOI - 10.1002/jssc.200301591
Subject(s) - chemistry , enantiomer , enthalpy , acetic acid , chromatography , high performance liquid chromatography , selectivity , methanol , organic chemistry , thermodynamics , catalysis , physics
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.