Muehldorf, Bernd and Wolf, Robert (2017) Visible-Light-Driven Aerobic Photooxidation of Aldehydes to Methyl Esters Catalyzed by Riboflavin Tetraacetate. CHEMCATCHEM, 9 (6). pp. 920-923. ISSN 1867-3880, 1867-3899
Full text not available from this repository. (Request a copy)Abstract
Riboflavin tetraacetate (RFT) catalyzes the aerobic esterification of para-substituted benzaldehydes to their corresponding methyl esters. The reaction proceeds under visible-light irradiation in MeOH/MeCN in the presence of a Bronsted acid such as HCl. Electron transfer from the in situ formed dimethyl acetal to the photoexcited triplet flavin appears to be a key mechanistic step. The acid catalyzes the formation of the acetal and increases the reduction potential of RFT by protonation. The photocatalyst is regenerated by reaction with atmospheric oxygen, which serves as the terminal oxidant.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | BENZYL ALCOHOL DERIVATIVES; ALPHA-KETO ACIDS; FACILE OXIDATION; THIAZOLIUM ION; ELECTRON-TRANSFER; CATIONIC MICELLE; COENZYME MODELS; FLAVIN ANALOG; ESTERIFICATION; BISCOENZYME; electron transfer; flavins; homogeneous catalysis; oxidation; photocatalysis |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Anorganische Chemie > Arbeitskreis Prof. Dr. Robert Wolf |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 14 Dec 2018 13:00 |
| Last Modified: | 06 Feb 2019 12:42 |
| URI: | https://pred.uni-regensburg.de/id/eprint/210 |
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