Meng, Qing-Yuan and Wang, Shun and Huff, Gregory S. and Koenig, Burkhard (2018) Ligand-Controlled Regioselective Hydrocarboxylation of Styrenes with CO2 by Combining Visible Light and Nickel Catalysis. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 140 (9). pp. 3198-3201. ISSN 0002-7863,
Full text not available from this repository. (Request a copy)Abstract
The ligand-controlled Markovnikov and anti-Markovnikov hydrocarboxylation of styrenes with atmospheric pressure of CO2 at room temperature using dual visible-light-nickel catalysis has been developed. In the presence of neocuproine as ligand, the Markovnikov product is obtained exclusively, while employing 1,4-bis(diphenylphosphino)butane (dppb) as the ligand favors the formation of the anti-Markovnikov product. A range of functional groups and electron-poor, -neutral, as well as electron-rich styrene derivatives are tolerated by the reaction, providing the desired products in moderate to good yields. Preliminary mechanistic investigations indicate the generation of a nickel hydride (H-Ni-II) intermediate, which subsequently adds irreversibly to styrenes.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | CARBON-DIOXIDE; REDUCTIVE CARBOXYLATION; ORGANONICKEL COMPLEXES; COUPLING REACTIONS; ELECTRON-TRANSFER; HALIDES; IBUPROFEN; ACIDS; DERIVATIVES; PHOTOREDOX; |
| 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: | 12 Mar 2020 09:25 |
| Last Modified: | 12 Mar 2020 09:25 |
| URI: | https://pred.uni-regensburg.de/id/eprint/14905 |
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