The tautomeric persistence of electronically and sterically biased 2-quinolinones
2008
Abstract
One dozen of tailormade model 3-fluoro-2(1H)-quinolinones were synthesized, in order to be investigated by UV-, IR- and NMR spectroscopic techniques. All of these compounds were found to exist predominantly, if not exclusively, in the lactam (carboxamide, 1,2-dihydro-2-oxoquinoline) form. No tautomeric lactim (iminol, azaphenol) structure was detected. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008).
Details
Title
The tautomeric persistence of electronically and sterically biased 2-quinolinones
Author(s)
Volle, Jean-Noel ; Mavers, Ursula ; Schlosser, Manfred
Published in
European Journal Of Organic Chemistry
Pages
2430-2438
Date
2008
Keywords
acidity constants; amide-hydroxyimine tautomerism; 3-fluoro-2(1H)-quinolinones; keto-enol tautomerism; Knorr-Effenberger cyclizations; Nuclear-Magnetic-Resonance; Keto-Enol-Tautomerism; Heteroaromatic Hydroxy-Compounds; Multiwavelength Spectrophotometric Determination; Acid Dissociation-Constants; Gas-Phase; Prototropic Tautomerism; Heterocyclic-Compounds; Equilibrium-Constants; Ionization Constants
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Laboratories
LSCO
Record Appears in
Scientific production and competences > SB - School of Basic Sciences > SB Archives > LSCO - Laboratory of Organic Synthesis and Catalysis
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Published
Peer-reviewed publications
Work produced at EPFL
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Record creation date
2010-11-30