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Chiral HPLC separation and absolute configuration assignment of a series of new triazole compounds
Author(s) -
Lv Chunguang,
Zhou Zhiqiang
Publication year - 2011
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.201000762
Subject(s) - enantiomer , chemistry , chiral derivatizing agent , chiral column chromatography , elution , enthalpy , high performance liquid chromatography , circular dichroism , absolute configuration , triazole , chromatography , phase (matter) , organic chemistry , stereochemistry , thermodynamics , physics
A series of novel chiral triazole compounds were synthesized. They were separated into enantiomers by liquid chromatography on an amylose tris (3,5‐dimethylphenylcarbamate) (ADMPC) chiral stationary phase (CSP). The absolute configuration of each enantiomer of the investigated compounds was established by combined use of chemical correlation, chiral HPLC and circular dichroism (CD) spectra analysis methods. The influence of the mobile‐phase modifiers and the structure of chiral triazole compounds on the chiral separation and retention were investigated. Reversal of the elution order of some enantiomeric pairs upon using different mobile‐phase modifier was observed. The temperature effect on the chiral separation and the thermodynamic properties including enthalpy and entropy change of binding to the ADMPC‐CSP were also investigated.