A copper(I)-catalyzed sulfonylative Hiyama cross-coupling

Aurélien Adenot (1) , Emmanuel Nicolas (1) , Lucile Anthore-Dalion (1) , Jean-Claude Berthet (1) , Pierre Thuéry (1) , Thibault Cantat (1)

1 LCMCE - Laboratoire de Chimie Moléculaire et de Catalyse pour l'Energie (ex LCCEF)

An air-tolerant Cu-catalyzed sulfonylative Hiyama cross-coupling reaction enabling the formation of diaryl sulfones is described. Starting from aryl silanes, DABSO and aryliodides, the reaction tolerates a large variety of polar functional groups (amines, ketones, esters, aldehydes). Control experiments coupled with DFT calculations shed light on the mechanism, where the reductive elimination showcases an usual high energy barrier for a Cu(III)/Cu(I) process.

Domaines: Catalyse

Aurélien Adenot, Emmanuel Nicolas, Lucile Anthore-Dalion, Jean-Claude Berthet, Pierre Thuéry, et al.. A copper(I)-catalyzed sulfonylative Hiyama cross-coupling. 2021. ⟨cea-03284987⟩