Photo-Ni-Dual-Catalytic C(sp(2))-C(sp(3)) Cross-Coupling Reactions with Mesoporous Graphitic Carbon Nitride as a Heterogeneous Organic Semiconductor Photocatalyst

Khamrai, Jagadish and Ghosh, Indrajit and Savateev, Aleksandr and Antonietti, Markus and Koenig, Burkhard (2020) Photo-Ni-Dual-Catalytic C(sp(2))-C(sp(3)) Cross-Coupling Reactions with Mesoporous Graphitic Carbon Nitride as a Heterogeneous Organic Semiconductor Photocatalyst. ACS CATALYSIS, 10 (6). pp. 3526-3532. ISSN 2155-5435,

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Abstract

The synergistic combination of a heterogeneous organic semiconductor mesoporous graphitic carbon nitride (mpg-CN) and a homogeneous nickel catalyst with visible-light irradiation at room temperature affords the C(sp(2))-C(sp(3)) cross-coupling of aryl halides and potassium alkyl trifluoroborates by single electron transmetallation. Like the homogeneously catalyzed protocol, the reaction is compatible with a variety of functional groups including electron-donating and electron-withdrawing aryl and heteroaryl moieties. Moreover, this protocol allows the installation of allyl groups onto (hetero)arenes, enlarging the scope of the method. The heterogeneous mpg-CN photocatalyst is easily recovered from the reaction mixture and reused several times, paving the way for larger-scale industrial applications of this type of photocatalytic bond-forming reactions.

Item Type: Article
Uncontrolled Keywords: SINGLE-ELECTRON TRANSMETALATION; POLY(HEPTAZINE IMIDES); OXIDATION; HYDROGEN; C(sp(2))-C(sp(3)) cross-coupling; heterogeneous photocatalyst; nickel catalysis; dual catalysis; single-electron transmetallation
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: 29 Mar 2021 11:48
Last Modified: 29 Mar 2021 11:48
URI: https://pred.uni-regensburg.de/id/eprint/44906

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