Ammonium Salts as Convenient Radical Precursors Using Iridium Photoredox Catalysis
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Published on: February 11, 2016
Julien Annibaletto1, Clément Jacob1,2, Cédric Theunissen1
1Laboratoire de Chimie Organique, Service de Chimie et PhysicoChimie Organiques, Université libre de Bruxelles (ULB), Avenue F. D. Roosevelt 50, CP160/06, 1050 Brussels, Belgium.
Abstract:
Ammonium salts are usually considered as highly challenging to reduce into the corresponding radicals because of the strength of their carbon-nitrogen bond. Here, we disclose that several ammonium salts can be readily activated using iridium photoredox catalysis to form radicals and illustrate the synthetic utility of this activation of strong C-N bonds with hydrodeamination reactions and radical couplings. Cyclic voltammetry was exploited to rationalize the reactivity observed for the activation of these ammonium salts.
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