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Reduction of isoviolanthrone by reaction with photogenerated radicals

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Abstract

The properties of isoviolanthrone (V1) and its corresponding dihydro form (V1-H2) in argon-saturated 1-phenylethanol in the presence of acetophenone were examined by photophysical and photochemical methods. Upon photolysis of the sensitizer, a radical-induced reduction of V1 to V1-H2 occurs. The quantum yield of this reduction is close to unity. The fluorescence of V1 has a quantum yield of 0.08, for V1-H2 Φf is strongly enhanced and the emission maximum is blue-shifted. The ketyl radical, the semiquinone radical and V1-H2 were observed in this sequence by flash photolysis. V1-H2 is unstable and undergoes oxidation to V1 on admission of oxygen.

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Gruen, H., Görner, H. Reduction of isoviolanthrone by reaction with photogenerated radicals. Photochem Photobiol Sci 10, 1527–1530 (2011). https://doi.org/10.1039/c1pp05086a

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