Wang, Shun and Wang, Hua and Koenig, Burkhard (2021) Photo-induced thiolate catalytic activation of inert C-aryl-hetero bonds for radical borylation. CHEM, 7 (6). pp. 1653-1665. ISSN 2451-9294
Full text not available from this repository. (Request a copy)Abstract
Substantial effort is currently being devoted to obtaining photore-dox catalysts with high redox power. Yet, it remains challenging to apply the currently established methods to the activation of bonds with high bond dissociation energy and to substrates with high reduction potentials. Herein, we introduce a novel photocatalytic strategy for the activation of inert substituted arenes for aryl borylation by using thiolate as a catalyst. This catalytic system exhibits strong reducing ability and engages non-activated C-aryl-F, C-aryl-X, C-aryl-O, C-aryl-N, and C-aryl-S bonds in productive radical borylation reactions, thus expanding the available aryl radical precursor scope. Despite its high reducing power, the method has a broad substrate scope and good functional-group tolerance. Spectroscopic investigations and control experiments suggest the formation of a charge-transfer complex as the key step to activate the substrates.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | METAL-FREE BORYLATION; PHOTOREDOX CATALYSIS; DIBORON COMPOUNDS; LIGHT; ARYLATION; HALIDES; GENERATION; REACTIVITY; HALOARENES; REDUCTION |
| 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: | 05 Jul 2022 10:47 |
| Last Modified: | 05 Jul 2022 10:47 |
| URI: | https://pred.uni-regensburg.de/id/eprint/46085 |
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