4.8 Article

Mild, visible light-mediated decarboxylation of aryl carboxylic acids to access aryl radicals

Journal

CHEMICAL SCIENCE
Volume 8, Issue 5, Pages 3618-3622

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c6sc05533h

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Funding

  1. Alexander von Humboldt Foundation
  2. Deutsche Forschungsgemeinschaft

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Herein we present the first example of aryl radical formation via the visible light-mediated decarboxylation of aryl carboxylic acids using photoredox catalysis. This method constitutes a mild protocol for the decarboxylation of cheap and abundant aryl carboxylic acids and tolerates both electron-rich substrates and those lacking ortho-substitution. The in situ formation of an acyl hypobromite is proposed to prevent unproductive hydrogen atom abstraction and trapping of the intermediate aroyloxy radical, enabling mild decarboxylation.

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