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Catalyst-Free Arylation of Tertiary Phosphines with Diaryliodonium Salts Enabled by Visible Light
Authors:Dmitry I. Bugaenko  Alexey A. Volkov  Dr. Mikhail V. Livantsov  Prof. Dr. Marina A. Yurovskaya  Dr. Alexander V. Karchava
Affiliation:Department of Chemistry, M. V. Lomonosov Moscow State University, 119234 Moscow, Russia
Abstract:The visible-light-induced arylation of tertiary phosphines with aryl(mesityl)iodonium triflates to produce the quaternary phosphonium salts occurs under mild, metal, and catalyst-free conditions. Photo-excited EDA complexes between diaryliodonium salts and phosphines supposedly enable this transformation, which is difficult to achieve through the traditional ground-state reactions. Demonstrating high functional group tolerance, broad scope, and complete selectivity of the aryl group transfer, the method is particularly compatible with sterically congested phosphines, which are challenging under metal-based catalytic methods.
Keywords:diaryliodonium salts  hypervalent compounds  phosphonium salts  photochemistry  synthetic methods
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