Tautomeric Forms of 3-Formyl- 4-Hydroxycoumarin Arylhydrazones

Tautomeric Forms of 3-Formyl- 4-Hydroxycoumarin Arylhydrazones

Tautomeric forms of 3-formyl-4-hydroxycoumarin arylhydrazones were studied by 1 H and 13 C NMR spectroscopy, as well as X-ray structural analysis. These compounds were shown to exist primarily in the 4-hydroxycoumarin form both in DMSO solution, as well as in gas phase; the chroman-2,4-dione form wa...

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Veröffentlicht in:Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2014-11, Vol.50 (8), p.1081-1089
Hauptverfasser: Lebedev, V. S., Milevskii, B. G., Solov’eva, N. P., Chibisova, T. A., Kazheva, O. N., Dyachenko, O. A., Alexandrov, G. G., Traven, V. F.
Format: Artikel
Sprache:eng
Schlagworte:
Chemical properties
Chemistry
Chemistry and Materials Science
Isomerization
Nuclear magnetic resonance spectroscopy
Organic Chemistry
Pharmacy
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Zusammenfassung:Tautomeric forms of 3-formyl-4-hydroxycoumarin arylhydrazones were studied by 1 H and 13 C NMR spectroscopy, as well as X-ray structural analysis. These compounds were shown to exist primarily in the 4-hydroxycoumarin form both in DMSO solution, as well as in gas phase; the chroman-2,4-dione form was a minor component. According to X-ray structural analysis data, solid 3-formyl-4-hydroxycoumarin phenylhydrazone exists in the 4-hydroxycoumarin form.
ISSN:0009-3122
1573-8353
DOI:10.1007/s10593-014-1567-3