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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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:	aromatic substitution tertiary amines photoredox catalysis radical reactions
Online Access:	https://www.mdpi.com/1420-3049/26/11/3323

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spelling	doaj-389e6227898841f49211af04870ac6562021-06-30T23:02:19ZengMDPI AGMolecules1420-30492021-06-01263323332310.3390/molecules26113323Photoredox Catalyzed Dealkylative Aromatic Halogen Substitution with Tertiary AminesDmitry L. Lipilin0Alexander E. Frumkin1Alexey Y. Tyurin2Vitalij V. Levin3Alexander D. Dilman4N. D. Zelinsky Institute of Organic Chemistry, Leninsky Prosp. 47, 119991 Moscow, RussiaN. D. Zelinsky Institute of Organic Chemistry, Leninsky Prosp. 47, 119991 Moscow, RussiaN. D. Zelinsky Institute of Organic Chemistry, Leninsky Prosp. 47, 119991 Moscow, RussiaN. D. Zelinsky Institute of Organic Chemistry, Leninsky Prosp. 47, 119991 Moscow, RussiaN. D. Zelinsky Institute of Organic Chemistry, Leninsky Prosp. 47, 119991 Moscow, RussiaA 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.https://www.mdpi.com/1420-3049/26/11/3323aromatic substitutiontertiary aminesphotoredox catalysisradical reactions
collection	DOAJ
language	English
format	Article
sources	DOAJ
author	Dmitry L. Lipilin Alexander E. Frumkin Alexey Y. Tyurin Vitalij V. Levin Alexander D. Dilman
spellingShingle	Dmitry L. Lipilin Alexander E. Frumkin Alexey Y. Tyurin Vitalij V. Levin Alexander D. Dilman Photoredox Catalyzed Dealkylative Aromatic Halogen Substitution with Tertiary Amines Molecules aromatic substitution tertiary amines photoredox catalysis radical reactions
author_facet	Dmitry L. Lipilin Alexander E. Frumkin Alexey Y. Tyurin Vitalij V. Levin Alexander D. Dilman
author_sort	Dmitry L. Lipilin
title	Photoredox Catalyzed Dealkylative Aromatic Halogen Substitution with Tertiary Amines
title_short	Photoredox Catalyzed Dealkylative Aromatic Halogen Substitution with Tertiary Amines
title_full	Photoredox Catalyzed Dealkylative Aromatic Halogen Substitution with Tertiary Amines
title_fullStr	Photoredox Catalyzed Dealkylative Aromatic Halogen Substitution with Tertiary Amines
title_full_unstemmed	Photoredox Catalyzed Dealkylative Aromatic Halogen Substitution with Tertiary Amines
title_sort	photoredox catalyzed dealkylative aromatic halogen substitution with tertiary amines
publisher	MDPI AG
series	Molecules
issn	1420-3049
publishDate	2021-06-01
description	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.
topic	aromatic substitution tertiary amines photoredox catalysis radical reactions
url	https://www.mdpi.com/1420-3049/26/11/3323
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Photoredox Catalyzed Dealkylative Aromatic Halogen Substitution with Tertiary Amines

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