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Khamrai, Jagadish ; Ghosh, Indrajit ; Savateev, Aleksandr ; Antonietti, Markus ; König, Burkhard

Photo-Ni dual catalytic C(sp2)–C(sp3) Cross-Coupling Reactions with Mesoporous Graphitic -Carbon Nitride as Heterogenous Organic Semiconductor Photocatalyst

Khamrai, Jagadish , Ghosh, Indrajit , Savateev, Aleksandr, Antonietti, Markus and König, Burkhard (2020) Photo-Ni dual catalytic C(sp2)–C(sp3) Cross-Coupling Reactions with Mesoporous Graphitic -Carbon Nitride as Heterogenous Organic Semiconductor Photocatalyst. ACS Catalysis 10, pp. 3526-3532.

Date of publication of this fulltext: 18 Feb 2020 12:12
Article
DOI to cite this document: 10.5283/epub.41635


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 ...

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.



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Details

Item typeArticle
Journal or Publication TitleACS Catalysis
Publisher:AMER CHEMICAL SOC
Place of Publication:WASHINGTON
Volume:10
Page Range:pp. 3526-3532
Date2020
InstitutionsChemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König
Identification Number
ValueType
10.1021/acscatal.9b05598DOI
KeywordsSINGLE-ELECTRON TRANSMETALATION; POLY(HEPTAZINE IMIDES); OXIDATION; HYDROGEN; C(sp(2))-C(sp(3)) cross-coupling; heterogeneous photocatalyst; nickel catalysis; dual catalysis; single-electron transmetallation
Dewey Decimal Classification500 Science > 540 Chemistry & allied sciences
StatusPublished
RefereedYes, this version has been refereed
Created at the University of RegensburgPartially
URN of the UB Regensburgurn:nbn:de:bvb:355-epub-416356
Item ID41635

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