Berger, Anna Lucia and Donabauer, Karsten and Koenig, Burkhard (2018) Photocatalytic Barbier reaction - visible-light induced allylation and benzylation of aldehydes and ketones. CHEMICAL SCIENCE, 9 (36). pp. 7230-7235. ISSN 2041-6520, 2041-6539
Full text not available from this repository. (Request a copy)Abstract
We report a photocatalytic version of the Barbier type reaction using readily available allyl or benzyl bromides and aromatic aldehydes or ketones as starting materials to generate allylic or benzylic alcohols. The reaction proceeds at room temperature under visible light irradiation with the organic dye 3,7-di(4-biphenyl)1-naphthalene-10-phenoxazine as a photocatalyst and DIPEA as sacrificial electron donor. The proposed cross-coupling mechanism of a ketyl- and an allyl or benzyl radical is supported by spectroscopic investigations and cyclic voltammetry measurements.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | CARBON-CENTERED RADICALS; PHOTOREDOX CATALYSIS; AQUEOUS-MEDIA; AMINO-ALCOHOLS; NADH MODEL; WATER; 1-BENZYL-1,4-DIHYDRONICOTINAMIDE; DERIVATIVES; GENERATION; ARYLATION; |
| 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: | 11 Dec 2019 10:50 |
| Last Modified: | 11 Dec 2019 10:50 |
| URI: | https://pred.uni-regensburg.de/id/eprint/13822 |
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