Mohr, Yorck and Alves-Favaro, Marcelo and Rajapaksha, Remy and Hisler, Gaelle and Ranscht, Alisa and Samanta, Partha and Lorentz, Chantal and Duguet, Mathis and Mellot-Draznieks, Caroline and Quadrelli, Elsje Alessandra and Wisser, Florian M. and Canivet, Jerome (2021) Heterogenization of a Molecular Ni Catalyst within a Porous Macroligand for the Direct C-H Arylation of Heteroarenes. ACS CATALYSIS, 11 (6). pp. 3507-3515. ISSN 2155-5435
Full text not available from this repository. (Request a copy)Abstract
Direct C-H functionalization catalyzed by a robust and recyclable heterogeneous catalyst is highly desirable for sustainable fine chemical synthesis. Bipyridine units covalently incorporated into the backbone of a porous organic polymer were used as a porous macroligand for the heterogenization of a molecular nickel catalyst. A controlled nickel loading within the porous macroligand is achieved, and the nickel coordination to the bipyridine (bpy) sites is assessed at the molecular level using IR and solid-state NMR spectroscopy. The heterogenized Ni-bpy catalyst was successfully applied to the direct and fully selective C2 arylation of benzothiophenes, thiophene, and selenophene, as well as for the arylation of free NH-indole. Recyclability of the catalyst was achieved by employing hydride activators to reach a cumulative turnover number of more than 300 after seven cycles of catalysis, which corresponds to a total productivity of 12 g of 2-phenylbenzothiophene, chosen as model target biaryl, per gram of catalyst.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | porous polymers; macroligand; nickel complex; cross-coupling; heterobiaryl; C-H arylation; LiHMDS |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Anorganische Chemie > Chair Prof. Dr. Arno Pfitzner |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 25 Aug 2022 04:47 |
| Last Modified: | 25 Aug 2022 04:47 |
| URI: | https://pred.uni-regensburg.de/id/eprint/46893 |
Actions (login required)
 |
View Item |
