Literature DB >> 31339601

Catalyst-Free Arylation of Tertiary Phosphines with Diaryliodonium Salts Enabled by Visible Light.

Dmitry I Bugaenko1, Alexey A Volkov1, Mikhail V Livantsov1, Marina A Yurovskaya1, Alexander V Karchava1.   

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.
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  diaryliodonium salts; hypervalent compounds; phosphonium salts; photochemistry; synthetic methods

Year:  2019        PMID: 31339601     DOI: 10.1002/chem.201902955

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  2 in total

Review 1.  Cationic Organophosphorus Chromophores: A Diamond in the Rough among Ionic Dyes.

Authors:  Andrey Belyaev; Pi-Tai Chou; Igor O Koshevoy
Journal:  Chemistry       Date:  2020-10-30       Impact factor: 5.020

2.  Versatile Visible-Light-Driven Synthesis of Asymmetrical Phosphines and Phosphonium Salts.

Authors:  Percia Beatrice Arockiam; Ulrich Lennert; Christina Graf; Robin Rothfelder; Daniel J Scott; Tillmann G Fischer; Kirsten Zeitler; Robert Wolf
Journal:  Chemistry       Date:  2020-10-30       Impact factor: 5.236

  2 in total

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