Photoredox Catalyzed Dealkylative Aromatic Halogen Substitution with Tertiary Amines

Photoredox Catalyzed Dealkylative Aromatic Halogen Substitution with Tertiary Amines

A reaction of aromatic halides bearing electron-withdrawing groups with tertiary amines in the presence of an iridium catalyst under blue light irradiation is described. Products of the aromatic substitution of the halide by the dialkylamino fragment are obtained. The interaction of aryl radicals wi...

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Veröffentlicht in:Molecules (Basel, Switzerland) Switzerland), 2021-06, Vol.26 (11), p.3323
Hauptverfasser: Lipilin, Dmitry L, Frumkin, Alexander E, Tyurin, Alexey Y, Levin, Vitalij V, Dilman, Alexander D
Format: Artikel
Sprache:eng
Schlagworte:
Amines
aromatic substitution
Catalysis
Catalysts
Fluorides
Halides
Irradiation
Light emitting diodes
Light irradiation
Nitrogen
Photocatalysis
Photoredox catalysis
Radiation
radical reactions
Spectrum analysis
Substitution reactions
tertiary amines
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Zusammenfassung:A reaction of aromatic halides bearing electron-withdrawing groups with tertiary amines in the presence of an iridium catalyst under blue light irradiation is described. Products of the aromatic substitution of the halide by the dialkylamino fragment are obtained. The interaction of aryl radicals with tertiary amines to generate zwitterionic radical species is believed to be the key factor responsible for the reaction efficiency.
ISSN:1420-3049
1420-3049
DOI:10.3390/molecules26113323