Kolb, Daniel and Almasalma, Ahmad A. and Morgenstern, Martin and Ganser, Leon and Weidacher, Isabel and Koenig, Burkhard (2023) Photocatalytic Dehydroformylation of Benzyl Alcohols to Arenes. CHEMPHOTOCHEM, 7 (11). e202300167. ISSN 2367-0932
Full text not available from this repository.Abstract
In the last decades, many C-C bond-forming reactions have been developed, whereas less attention has been paid to the design of strategies involving C-C bond cleavage. We report a photocatalytic dehydroformylation sequence for the conversion of benzyl alcohols to arenes in a one-pot two-step process. Herein, the initial dehydrogenation of the benzyl alcohols to the corresponding benzaldehydes is combined with an additional decarbonylation step yielding arenes. As a result, a broad range of benzyl alcohols can be easily transformed in short times under mild photocatalytic conditions. The conducted mechanistic studies indicate that our cooperative hydrogen atom transfer (HAT)-cobalt system proceeds through the formation of & alpha;-alkoxy- and acyl radicals as key intermediates, involving concomitant syngas (CO+H2) generation. The combination of photoinduced hydrogen atom transfer (HAT) and cobalt catalysis gives access to a mild dehydroformylation sequence for the defunctionalization of benzyl alcohols to arenes. The transformation proceeds through a stepwise radical pathway, wherein benzylic and acyl radicals are generated as key intermediates. As a result, stable C-C bonds can be cleaved while generating concomitant syngas (CO+H2).image
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | DECATUNGSTATE ANION; POLAR; photocatalysis; dehydroformylation; hydrogen atom transfer; cobalt; benzyl alcohols |
| 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: | 22 Feb 2024 10:50 |
| Last Modified: | 22 Feb 2024 10:51 |
| URI: | https://pred.uni-regensburg.de/id/eprint/59073 |
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