Lechner, Robert and Kuemmel, Susanne and Koenig, Burkhard (2010) Visible light flavin photo-oxidation of methylbenzenes, styrenes and phenylacetic acids. PHOTOCHEMICAL & PHOTOBIOLOGICAL SCIENCES, 9 (10). pp. 1367-1377. ISSN 1474-905X,
Full text not available from this repository. (Request a copy)Abstract
We report the photocatalytic oxidation of benzylic carbon atoms under mild conditions using riboflavin tetraacetate as photocatalyst and blue-emitting LEDs (440 nm) as light source. Oxygen is the terminal oxidant and hydrogen peroxide appears as the only byproduct in most cases. The process oxidizes toluene derivatives, stilbenes, styrenes and phenylacetic acids to their corresponding benzaldehydes. A benzyl methyl ether and acylated benzyl amines are oxidized directly to the corresponding methyl ester or benzylimides. The mechanism of the reactions has been investigated and the results indicate that oxygen addition to benzyl radicals is a key step of the oxidation process in the case of phenylacetic acids.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | PHOTOINDUCED ELECTRON-TRANSFER; SINGLET OXYGEN GENERATION; BAEYER-VILLIGER REACTION; RADICAL-CATIONS; MOLECULAR-OXYGEN; HYDROGEN-PEROXIDE; MODEL SYSTEMS; FLAVOENZYME ACTIVITY; PHOTOCATALYTIC OXIDATION; BENZYL ALCOHOLS; |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 24 Aug 2020 07:52 |
| Last Modified: | 24 Aug 2020 07:52 |
| URI: | https://pred.uni-regensburg.de/id/eprint/25588 |
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