Document Detail

2-Pyridone and Derivatives: Gas Phase Acidity, Proton Affinity, Tautomer Preference and Leaving Group Ability.
MedLine Citation:
PMID:  22112009     Owner:  NLM     Status:  Publisher    
The fundamental properties of the parent and substituted 2-pyridones (2-pyridone, 3-chloro-2-pyridone, 3-formyl-2-pyridone) have been examined in the gas phase using computational and experimental mass spectrometry methods. Newly measured acidities and proton affinities are reported and used to ascertain tautomer preference. These particular substrates (as well as additional 3-substituted pyridones) were chosen in order to examine the correlation between leaving group ability and acidity for moieties that allow resonance delocalization versus those that do not, which is discussed herein.
Anna Zhachkina Michelson; Aaron Petronico; Jeehiun K Lee
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Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2011-11-23
Journal Detail:
Title:  The Journal of organic chemistry     Volume:  -     ISSN:  1520-6904     ISO Abbreviation:  -     Publication Date:  2011 Nov 
Date Detail:
Created Date:  2011-11-24     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  2985193R     Medline TA:  J Org Chem     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
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