Sneddon, Helen orcid.org/0000-0003-1042-7692, Hall, Callum, Pogany, Peter et al. (2 more authors) (2023) Experimental and computational insights into the mechanism of the copper(I)-catalysed sulfonylative Suzuki-Miyaura reaction. Chemical Science. pp. 6738-6755. ISSN 2041-6539
Abstract
A mechanistic study into the copper(I)-catalysed sulfonylative Suzuki–Miyaura reaction, incorporating sulfur dioxide, is described. Utilising spectroscopic and computational techniques, an exploration into the individual components of the competing catalytic cycles is delineated, including identification of the resting state catalyst, transmetalation of arylboronic acid onto copper(I), the sulfur dioxide insertion process, and the oxidative addition of aryl halide to CuI. Studies also investigated prominent side-reactions which were uncovered, including a competing copper(II)-catalysed mechanism. This led to an additional proposed and connected CuI/CuII/CuIII catalytic cycle to account for by-product formation.
Metadata
Item Type: | Article |
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Authors/Creators: |
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Copyright, Publisher and Additional Information: | © 2023 The Author(s) |
Dates: |
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Institution: | The University of York |
Academic Units: | The University of York > Faculty of Sciences (York) > Chemistry (York) |
Depositing User: | Pure (York) |
Date Deposited: | 22 Jun 2023 14:40 |
Last Modified: | 02 Apr 2025 23:25 |
Published Version: | https://doi.org/10.1039/D3SC01337E |
Status: | Published |
Refereed: | Yes |
Identification Number: | 10.1039/D3SC01337E |
Open Archives Initiative ID (OAI ID): | oai:eprints.whiterose.ac.uk:200787 |
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Description: Experimental and computational insights into the mechanism of the copper(I)-catalysed sulfonylative Suzuki–Miyaura reaction
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