Volle, Jean-NoelMavers, UrsulaSchlosser, Manfred2010-11-302010-11-302010-11-30200810.1002/ejoc.200800123https://infoscience.epfl.ch/handle/20.500.14299/61348WOS:000256233400010One 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).acidity constantsamide-hydroxyimine tautomerism3-fluoro-2(1H)-quinolinonesketo-enol tautomerismKnorr-Effenberger cyclizationsNuclear-Magnetic-ResonanceKeto-Enol-TautomerismHeteroaromatic Hydroxy-CompoundsMultiwavelength Spectrophotometric DeterminationAcid Dissociation-ConstantsGas-PhasePrototropic TautomerismHeterocyclic-CompoundsEquilibrium-ConstantsIonization Constantstext::journal::journal article::research article