Photocatalyst‐free, Visible Light Driven, Gold Promoted Suzuki Synthesis of (Hetero)biaryls. Issue 24 (14th November 2017)

• Record Type: Journal Article
• Authors: Sauer, Christopher; Liu, Yang; De Nisi, Assunta; Protti, Stefano; Fagnoni, Maurizio; Bandini, Marco
• Is Part Of: ChemCatChem. Volume 9:Issue 24(2017)
• Page Start: 4456
• Page End: 4459
• Publication Date: 2017-11-14
• Subjects: aryl radicals -- arylazosulfones -- gold -- photoredox catalysis -- Suzuki cross-coupling; Catalysis -- Periodicals; 541.39505
• DOI: 10.1002/cctc.201701436
• Languages: English
• ISSNs: 1867-3880

Abstract

Abstract: A visible‐light driven Suzuki cross‐coupling reaction was performed with colored and bench‐stable arylazosulfones in the presence of Ph3 PAuCl (5 mol %) as the catalyst. The absence of a photocatalyst, along with the use of commercially available and easy‐to‐handle arylboronic acids underline the novelty and synthetic usefulness of the protocol. A reaction mechanism involving the generation of an aryl radical as the key intermediate has been proposed on the basis of experimental investigations. Abstract : So free, so good . A version of Suzuki cross‐coupling is realized by merging visible photoredox catalysis and [Au I ] catalysis. The employment of colored and photolabile arylazosulfone as reaction partners enables the biaryl forming protocol to be performed under photocatalyst‐free conditions.