Solvatochromic Behaviour and Prototropic Studies of some oxazolones of electron donor‐acceptor type

1988 
Solvatochromic and halochromic behaviour in the u.v.-vis absorption spectra of some substituted 4-arylidene-2-aryloxazol-5-ones (1–5) are studied. Positive and negative solvatochromism, depending on the substituent present, are observed in different hydrogen bonding donoracceptor (HBD-A) and hydrogen bonding acceptor (HBA) solvents. However, in non hydrogen bonding (NHB) solvents all compounds show a positive solvatochromism. A considerable intramolecular charge transfer interaction, between the donor and acceptor parts in the oxazolones studied, is observed. Small fluorescence quantum yields are observed for the oxazolones. In triethanolamine-acetone mixtures, the visible absorption spectra of the hydroxy substituted oxazolone shows an additional long-wavelength band suggesting the existance of prototropic equilibria. The prototropic equilibrium constants at different temperatures are determined.
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