Document Detail

Determination of the interconversion energy barrier of 2,3-pentadienedioic acid enantiomers by HPLC. 2. On-column interconversion.
MedLine Citation:
PMID:  17313099     Owner:  NLM     Status:  MEDLINE    
In this paper, an HPLC method is used to determine the enantiomerization barrier of 2,3-pentadienedioic acid enantiomers. The racemate of 2,3-pentadienedioic acid was separated by HPLC on a chiral CHIROBIOTIC T column with a 90:10 (100:0.5:0.5 MeOH/HOAc/TEA)/H2O mobile phase. Peak areas of enantiomers prior to (A(+)0, A(-)0) and after the separation (A(+), A(-)), were used for calculation of the rate constants and the enantiomerization barrier, as determined by computer-assisted peak deconvolution of the peak clusters on the chromatograms. The kinetic equation for irreversible reactions was used to determine the apparent enantiomerization rate constants and the interconversion energy barrier. The dependence of the apparent enantiomerization barrier (deltaG1(app), deltaG-1(app)) on temperature was used to determine the apparent activation enthalpy (deltaH1(app), deltaH(-1)app) and entropy (deltaS1(app), deltaS-1(app)) for the interconversion of 2,3-pentadienedioic acid enantiomers, where the coefficients 1 and -1 designate the interconversions (+) --> (-) and (-) --> (+), respectively.
Janka Mydlová; Andrea Fedurcová; Jozef Lehotay; Jan Krupcík; Pavel Májek; Daniel W Armstrong; Brian Lingfeng He; F Albert Cotton
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Publication Detail:
Type:  Journal Article; Research Support, N.I.H., Extramural; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Journal of separation science     Volume:  29     ISSN:  1615-9306     ISO Abbreviation:  J Sep Sci     Publication Date:  2006 Nov 
Date Detail:
Created Date:  2007-02-22     Completed Date:  2007-05-09     Revised Date:  2007-12-03    
Medline Journal Info:
Nlm Unique ID:  101088554     Medline TA:  J Sep Sci     Country:  Germany    
Other Details:
Languages:  eng     Pagination:  2594-9     Citation Subset:  IM    
Department of Analytical Chemistry, FCHFT Slovak University of Technology, Bratislava, Slovakia.
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MeSH Terms
Alkadienes / chemistry*
Carboxylic Acids / chemistry*
Chromatography, High Pressure Liquid
Grant Support
Reg. No./Substance:
0/Alkadienes; 0/Carboxylic Acids

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