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A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
Published on: August 16, 2018
Homolytic reduction of onium salts
Louis Fensterbank1, Jean-Philippe Goddard, Max Malacria
1Institut Parisien de Chimie Moléculaire (UMR CNRS 7201), UPMC Univ-Paris 06, Sorbonne Universités, 4 Place Jussieu, C. 229, 75005 Paris, France. louis.fensterbank@umpc.fr
Abstract:
Onium salts have proved to be efficient sources of carbon-centered radicals. They can undergo homolytic reduction by single electron transfer (SET) and participate in subsequent synthetic transformations. This review aims to provide an overview on the behavior of onium salts including diazonium, sulfonium, selenonium, telluronium, phosphonium and iodonium cations toward various reductive methods such as radiolysis, electrolysis, photolysis or the use of SET reagents. Mechanistic and synthetic aspects are presented. Applications in polymers and materials science are not covered.
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