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

07 July 2021, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

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, where the reductive elimination showcases an usual high energy barrier for a Cu(III)/Cu(I) process.

Keywords

organosilanes
SO2
sulfones
reaction mechanisms
density functional calculations

Supplementary materials

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Supplementary data
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Supporting information for this article, including computational and experimental details.
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Complex 4.cif
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Complex 4 XRD structure.
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DFT coordinates
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DFT coordinates of all computed structures.
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