Photophysics of ambident organic anions I

The absorption and emission properties of saccharin, phthalimide, isatin and their anions were determined and analyzed. The conjugate bases of phthalimide and saccharin show parallel behaviour. The fluorescence occurrence is associated to an excited state with an electron-rich aromatic ring (includi...

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Bibliographic Details
Published in:Journal of photochemistry and photobiology. A, Chemistry. Chemistry., 1995-12, Vol.92 (3), p.155-161
Main Authors: Berci-Filho, Pedro, Quina, F.H., Gehlen, M.H., Politi, M.J., Neumann, M.G., Barros, T.C.
Format: Article
Language:English
Subjects:
Ambident organic anions
Atomic and molecular physics
Exact sciences and technology
Fluorescence and phosphorescence
radiationless transitions, quenching (intersystem crossing, internal conversion)
Molecular properties and interactions with photons
Phthalimide photophysics
Physics
Saccharin photophysics
Solvent effects
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Summary:The absorption and emission properties of saccharin, phthalimide, isatin and their anions were determined and analyzed. The conjugate bases of phthalimide and saccharin show parallel behaviour. The fluorescence occurrence is associated to an excited state with an electron-rich aromatic ring (including the example of anomalous emission). The lifetime in protic solvents is a function of the kind of the solute-solvent hydrogen bond mechanism. Alternative hydrolysis two steps mechanisms is suggested for phthalimide and isatin in view of the observed photophysical behaviour.
ISSN:1010-6030
1873-2666
DOI:10.1016/1010-6030(95)04137-2