Meng, Qing-Yuan and Wang, Shun and Koenig, Burkhard (2017) Carboxylation of Aromatic and Aliphatic Bromides and Triflates with CO2 by Dual Visible-Light-Nickel Catalysis. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 56 (43). pp. 13426-13430. ISSN 1433-7851, 1521-3773
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We report the efficient carboxylation of bromides and triflates with K2CO3 as the source of CO2 in the presence of an organic photocatalyst in combination with a nickel complex under visible light irradiation at room temperature. The reaction is compatible with a variety of functional groups and has been successfully applied to the synthesis and derivatization of biologically active molecules. In particular, the carboxylation of unactivated cyclic alkyl bromides proceeded well with our protocol, thus extending the scope of this transformation. Spectroscopic and spectroelectrochemical investigations indicated the generation of a Ni-0 species as a catalytic reactive intermediate.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | TRANSITION-METAL-COMPLEXES; CARBON-DIOXIDE; PHOTOREDOX CATALYSIS; ORGANONICKEL COMPLEXES; DRIVEN CARBOXYLATION; ORGANIC-SYNTHESIS; ELECTRON-TRANSFER; ALLYLIC ALCOHOLS; BONDS; PALLADIUM; carbon dioxide; carboxylation; nickel catalysis; photocatalysis; visible light |
| 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: | 14 Dec 2018 13:19 |
| Last Modified: | 11 Feb 2019 15:13 |
| URI: | https://pred.uni-regensburg.de/id/eprint/1998 |
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