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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Bibliographic Details
Main Authors: Dmitry L. Lipilin, Alexander E. Frumkin, Alexey Y. Tyurin, Vitalij V. Levin, Alexander D. Dilman
Format: Article
Language:English
Published: MDPI AG 2021-06-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/26/11/3323
Description
Summary: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