A Copper(I)-Catalyzed Sulfonylative Hiyama Cross-Coupling |
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| Authors: | Dr. Aurélien Adenot Dr. Lucile Anthore-Dalion Dr. Emmanuel Nicolas Jean-Claude Berthet Dr. Pierre Thuéry Dr. Thibault Cantat |
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| Affiliation: | Université Paris-Saclay, CEA, CNRS, NIMBE, 91191 Gif-sur-Yvette, France |
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| Abstract: | 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, characterized by the formation of a Cu(I)-sulfinate intermediate via fast insertion of a SO2 molecule. |
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| Keywords: | density functional calculations organosilanes reaction mechanisms SO2 sulfones |
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