Das, Saikat and Murugesan, Kathiravan and Rodriguez, Gonzalo J. Villegas and Kaur, Jaspreet and Barham, Joshua P. and Savateev, Aleksandr and Antonietti, Markus and Koenig, Burkhard (2021) Photocatalytic (Het)arylation of C(sp(3))-H Bonds with Carbon Nitride. ACS CATALYSIS, 11 (3). pp. 1593-1603. ISSN 2155-5435
Full text not available from this repository. (Request a copy)Abstract
Graphitic carbon nitride materials have attracted significant interest in recent years and found applications in diverse light-to-energy conversions such as artificial photosynthesis, CO2 reduction, or degradation of organic pollutants. However, their utilization in synthetic photocatalysis, especially in the direct functionalization of C(sp(3))-H bonds, remains underexplored. Herein, we report mesoporous graphitic carbon nitride (mpg-CN as a heterogeneous organic semiconductor photocatalyst for direct arylation of C(sp(3))-H bonds in combination with nickel catalysis. Our protocol has a broad synthetic scope (>70 examples including late-stage functionalization of drugs and agrochemicals), is operationally simple, and shows high chemo- and regioselectivities. Facile separation and recycling of the mpg-CN catalyst in combination with its low preparation cost, innate photochemical stability, and low toxicity are beneficial features overcoming typical shortcomings of homogeneous photocatalysis. Detailed mechanistic investigations and kinetic studies indicate that an unprecedented energy-transfer process (EnT) from the organic semiconductor to the nickel complex is operating.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | C-H BONDS; LIGHT PHOTOREDOX CATALYSIS; HYDROGEN-PRODUCTION; FUNCTIONALIZATION; ARYLATION; PHOTOCHEMISTRY; ALKYLATION; CO2; heterogeneous photocatalysis; carbon nitride; hydrogen atom transfer; C(sp(3))-H arylation; dual photo nickel; drug molecule functionalization |
| 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: | 10 Aug 2022 08:56 |
| Last Modified: | 10 Aug 2022 08:56 |
| URI: | https://pred.uni-regensburg.de/id/eprint/46284 |
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