Clarke, Aimee K, Parkin, Alison orcid.org/0000-0003-4715-7200, Taylor, Richard J K orcid.org/0000-0002-5880-2490 et al. (2 more authors) (2020) Photocatalytic Deoxygenation of Sulfoxides Using Visible Light:Mechanistic Investigations and Synthetic Applications. ACS Catalysis. pp. 5814-5820. ISSN 2155-5435
Abstract
The photocatalytic deoxygenation of sulfoxides to generate sulfides facilitated by either Ir[(dF(CF3)ppy)2(dtbbpy)]PF6 or fac-Ir(ppy)3 is reported. Mechanistic studies indicate that a radical chain mechanism operates, which proceeds via a phosphoranyl radical generated from a radical/polar crossover process. Initiation of the radical chain was found to proceed via two opposing photocatalytic quenching mechanisms, offering complementary reactivity. The mild nature of the radical deoxygenation process enables the reduction of a wide range of functionalized sulfoxides, including those containing acid-sensitive groups, in typically high isolated yields.
Metadata
Item Type: | Article |
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Authors/Creators: |
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Copyright, Publisher and Additional Information: | © 2020 American Chemical Society. This is an author-produced version of the published paper. Uploaded in accordance with the publisher’s self-archiving policy. Further copying may not be permitted; contact the publisher for details. |
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: | 01 Jul 2020 09:50 |
Last Modified: | 10 Jan 2025 00:07 |
Published Version: | https://doi.org/10.1021/acscatal.0c00690 |
Status: | Published |
Refereed: | Yes |
Identification Number: | 10.1021/acscatal.0c00690 |
Open Archives Initiative ID (OAI ID): | oai:eprints.whiterose.ac.uk:162697 |
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Filename: sulfoxide_ACS_Catal_revisons_3_FINAL.docx
Description: sulfoxide ACS Catal - revisons 3 FINAL