Document Detail


A solid state and solution NMR study of the tautomerism in hydroxyquinoline carboxylic acids.
MedLine Citation:
PMID:  18855329     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Some hydroxyquinoline carboxylic acids and their conjugate acids and bases were characterized by 13C and 15N NMR spectroscopy in solution and in the solid state. Differences in 13C and, in particular, 15N chemical shift patterns allow to distinguish between individual tautomers and confirm the presence of zwitterionic species in the solid state. Solution NMR spectra in dimethyl sulfoxide (DMSO) show effects resulting as a consequence of dynamic exchange and suggest the presence of an equilibrium mixture of hydroxyquinoline carboxylic acid and zwitterionic hydroxyquinolinium carboxylate tautomers.
Authors:
Dietrich Gudat; Jacek E Nycz; Jaroslaw Polanski
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Magnetic resonance in chemistry : MRC     Volume:  46 Suppl 1     ISSN:  1097-458X     ISO Abbreviation:  Magn Reson Chem     Publication Date:  2008  
Date Detail:
Created Date:  2008-10-23     Completed Date:  2008-12-17     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  9882600     Medline TA:  Magn Reson Chem     Country:  England    
Other Details:
Languages:  eng     Pagination:  S115-9     Citation Subset:  IM    
Affiliation:
Institut für Anorganische Chemie, Universität Stuttgart, Pfaffenwaldring 55, 70550 Stuttgart, Germany. gudat@iac.uni-stuttgart.de
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MeSH Terms
Descriptor/Qualifier:
Carbon Isotopes
Carboxylic Acids / chemistry*
Dimethyl Sulfoxide
Hydroxyquinolines / chemistry*
Isomerism
Magnetic Resonance Spectroscopy / methods*
Nitrogen Isotopes
Chemical
Reg. No./Substance:
0/Carbon Isotopes; 0/Carboxylic Acids; 0/Hydroxyquinolines; 0/Nitrogen Isotopes; 67-68-5/Dimethyl Sulfoxide

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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