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Gas chromatographic determination of the interconversion energy barrier for dimethyl‐2,3‐pentadienedioate enantiomers
Author(s) -
Mydlová Janka,
Krupcík Jan,
Májek Pavel,
Skacáni Ivan,
Jakubík Tibor,
Armstrong Daniel W.
Publication year - 2006
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.200600039
Subject(s) - enantiomer , chemistry , reaction rate constant , kinetic energy , gas chromatography , chirality (physics) , chromatography , computational chemistry , analytical chemistry (journal) , kinetics , stereochemistry , physics , nambu–jona lasinio model , chiral symmetry breaking , quantum mechanics , quark
The enantiomers of dimethyl‐2,3‐pentadienedioate undergo interconversion during gas chromatographic separation on 2,6‐di‐ O ‐methyl‐3‐ O ‐pentyl‐β‐, 2,6‐di‐ O ‐methyl‐3‐ O ‐pentyl‐γ‐, and 2,3‐di‐ O ‐methyl‐6‐O‐ tert butyldimethylsilyl‐β‐CD chiral stationary phases. The combination of a deconvolution method with an internal standard was used to determine individual enantiomer peak areas and retention times needed for the calculation of the interconversion rate constants and the energy barrier for dimethyl‐2,3‐pentadienedioate enantiomers. The kinetic and thermodynamic data obtained for the interconversion data (rate constants, energy barriers, enthalpies, and entropies) were in good agreement with the published data (Trapp, O., Schurig, V., Chirality 2002, 14 , 465–470) using permethylated‐β‐CD (Chirasil‐β‐Dex).