Hering, Thea and Muehldorf, Bernd and Wolf, Robert and Koenig, Burkhard (2016) Halogenase-Inspired Oxidative Chlorination Using Flavin Photocatalysis. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 55 (17). pp. 5342-5345. ISSN 1433-7851, 1521-3773
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Chlorine gas or electropositive chlorine reagents are used to prepare chlorinated aromatic compounds, which are found in pharmaceuticals, agrochemicals, and polymers, and serve as synthetic precursors for metal-catalyzed cross-couplings. Nature chlorinates with chloride anions, FAD-dependent halogenases, and O-2 as the oxidant. A photocatalytic oxidative chlorination is described based on the organic dye riboflavin tetraacetate mimicking the enzymatic process. The chemical process allows within the suitable arene redox potential window a broader substrate scope compared to the specific activation in the enzymatic binding pocket.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | AQUEOUS ACETIC-ACID; HYDROGEN-PEROXIDE; SODIUM-CHLORIDE; PERACETIC-ACID; KINETICS; REBH; HALOPEROXIDASE; MECHANISMS; CHEMISTRY; PHENOLS; enzyme models; flavins; oxidative; chlorination photocatalysis |
| Subjects: | 500 Science > 540 Chemistry & allied sciences 600 Technology > 615 Pharmacy |
| Divisions: | Chemistry and Pharmacy > Institut für Anorganische Chemie > Arbeitskreis Prof. Dr. Robert Wolf Chemistry and Pharmacy > Institut für Organische Chemie Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 15 Mar 2019 09:17 |
| Last Modified: | 15 Mar 2019 09:17 |
| URI: | https://pred.uni-regensburg.de/id/eprint/3068 |
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