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A Chiroptical Study of Chiral Discrimination by Amino-Acid Based Ionic Liquids.
MedLine Citation:
PMID:  22462559     Owner:  NLM     Status:  Publisher    
Abstract/OtherAbstract:
The chiral discrimination ability of amino acid based chiral ionic liquids is studied using chiroptical luminescence techniques. A racemic mixture of dissymmetric europium tris 2,6-pyridinedicarboxylate complexes are dissolved in five chiral ionic liquids, including L- and D-alanine methyl ester bis(trifluoromethanesulfonimide), L-leucine methyl ester bis(trifluoromethanesulfonimide), L-proline methyl ester bis(trifluoromethanesulfonimide), and tetrabutylammonium L-alanate. Circularly polarized luminescence spectra are measured for the samples over the 283-323 K temperature range. Analysis of the spectroscopic results shows that the amino acid methyl ester chiral ionic liquids show discrimination with a preference (handedness) that corresponds to the stereoisomer (L- vs. D-). Most of the chiral ionic liquids show enthalpically dominated discrimination, but L-leucine methyl ester bis(trifluoromethanesulfonimide) shows entropically dominated chiral discrimination.
Authors:
Todd Anthony Hopkins; Daniel M Kroupa; Christopher J Brown; Laurel M Heckman
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Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2012-3-30
Journal Detail:
Title:  The journal of physical chemistry. B     Volume:  -     ISSN:  1520-5207     ISO Abbreviation:  -     Publication Date:  2012 Mar 
Date Detail:
Created Date:  2012-4-2     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  101157530     Medline TA:  J Phys Chem B     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
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