Berger, Anna Lucia and Donabauer, Karsten and Koenig, Burkhard (2019) Photocatalytic carbanion generation from C-H bonds - reductant free Barbier/Grignard-type reactions. CHEMICAL SCIENCE, 10 (48). pp. 10991-10996. ISSN 2041-6520, 2041-6539
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We report a redox-neutral method for the generation of carbanions from benzylic C-H bonds in a photocatalytic Grignard-type reaction. The combination of photo- and hydrogen atom transfer (HAT) catalysis enables the abstraction of a benzylic hydrogen atom, generating a radical intermediate. This radical is reduced in situ by the organic photocatalyst to a carbanion, which is able to react with electrophiles such as aldehydes or ketones, yielding homobenzylic secondary and tertiary alcohols.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | ALKYLATION; FUNCTIONALIZATION; ACIDITIES; ALKENES; |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | 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: | 19 Mar 2020 09:24 |
| Last Modified: | 19 Mar 2020 09:24 |
| URI: | https://pred.uni-regensburg.de/id/eprint/25649 |
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