Feldmeier, Christian and Bartling, Hanna and Magerl, Kathrin and Gschwind, Ruth M. (2015) LED-Illuminated NMR Studies of Flavin-Catalyzed Photooxidations Reveal Solvent Control of the Electron-Transfer Mechanism. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 54 (4). pp. 1347-1351. ISSN 1433-7851, 1521-3773
Full text not available from this repository. (Request a copy)Abstract
Mechanistic insights into chemical photocatalysis are mainly the domain of UV/Vis spectroscopy, because NMR spectroscopy has been limited by the type of illumination so far. An improved LED-based illumination device can be used to obtain NMR reaction profiles of photocatalytic reactions under synthetic conditions and perform both photo-CIDNP and intermediate studies. Flavin-catalyzed photooxidations of alcohols show the potential of this setup. After identical initial photoreaction steps the stabilization of a downstream intermediate is the key to the further reaction mechanism and the reactivity. As a chemical photocatalyst flavin can act either as a one- or a two-electron mediator when the stability of the zwitterionic radical pair is moldulated in different solvents. This demonstrates the importance of downstream intermediates and NMR-accessible complementary information in photocatalytic reactions and suggests the control of photoorganic reactions by solvent effects.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | NUCLEAR-MAGNETIC-RESONANCE; PHOTOREDOX CATALYSIS; ORGANIC-SYNTHESIS; LIGHT; SPECTROSCOPY; COMPLEXES; PHOTOCATALYSIS; INTERMEDIATE; FLAVOENZYMES; VERSATILITY; flavin; NMR spectroscopy; photocatalysis; solvent effects; UV; Vis spectroscopy |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie > Arbeitskreis Prof. Dr. Ruth Gschwind Chemistry and Pharmacy > Institut für Physikalische und Theoretische Chemie |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 25 Jul 2019 11:44 |
| Last Modified: | 25 Jul 2019 11:44 |
| URI: | https://pred.uni-regensburg.de/id/eprint/6091 |
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