Reactions of Carbonyl Compounds in Basic Solutions. Part 351: The Alkaline Hydrolysis and Reactivity – Structure – Spectra Correlations of (Z)-4-(Substituted Benzylidene)-2-Phenyl-4H-Oxazol-5-Ones

Author:

Bowden Keith1,Perjéssy Alexander2,Benko Ján2,Fabian Walter M. F.3,Kolehmainen Erkki4,Melikian Gauguik S.5,Hritzová Ol'ga6,Laihia Katri4,Vollárová Ol'ga2,Taupuzian Vigen O.7,Kiriakossian Nelli7,Nissinen Maija4

Affiliation:

1. Department of Biological and Chemical Sciences, University of Essex, Colchester, Essex CO4 3SQ, UK

2. Department of Organic Chemistry and Department of Physical Chemistry, Faculty of Natural Sciences, Comenius University, SK - 842 15 Bratislava, Slovak Republic

3. Institute of Chemistry, Karl Franzens University Graz, A - 8010 Graz, Austria

4. Department of Chemistry, University of Jyväskylä, FIN – 40351 Jyväskylä, Finland

5. Institute of Organic Chemistry, Yerevan State University, ARM – 375049 Yerevan, Armenia

6. Department of Organic Chemistry, Faculty of Natural Sciences, P. J. Šafárik University, SK – 04167 Košice, Slovak Republic

7. Insitute of Fine Organic Chemistry, NAS Republic of Armenia, ARM – 375014 Yerevan, Armenia

Abstract

The kinetics of the alkaline hydrolysis and the configuration, conformation and electronic structure were studied using IR, NMR spectroscopy, X-ray analysis and AM1 theoretical calculations for a series of (Z)-4-(substituted benzylidene)-2-phenyl-4H-oxazol-5-ones (1) and compared with analogous results reported for (E)-4-benzylidene-2-phenyl-4H-furan-5-ones (5) and related compounds.

Publisher

SAGE Publications

Subject

General Chemistry

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