Greener, Andrew J., Ubysz, Patrycja, Owens-Ward, Will et al. (5 more authors) (2021) Radical–anion coupling through reagent design: hydroxylation of aryl halides. Chemical Science. pp. 14641-14646. ISSN 2041-6539
Abstract
The design and development of an oxime-based hydroxylation reagent, which can chemoselectively convert aryl halides (X = F, Cl, Br, I) into phenols under operationally simple, transition-metal-free conditions is described. Key to the success of this approach was the identification of a reducing oxime anion which can interact and couple with open-shell aryl radicals. Experimental and computational studies support the proposed radical-nucleophilic substitution chain mechanism.
Metadata
Item Type: | Article |
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Authors/Creators: |
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Copyright, Publisher and Additional Information: | Funding Information: The authors would like to thank the Wild Fund, the University of York, the Leverhulme Trust (for an Early Career Fellowship, ECF-2019-135, M. J. J.) and the Royal Society (Research Grant RGS\R1\201268) for nancial support. We would also like to thank Prof. Peter O'Brien and Dr William P. Unsworth for helpful discussions. Publisher Copyright: © The Royal Society of Chemistry 2021. |
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: | 19 Nov 2021 13:20 |
Last Modified: | 21 Dec 2024 00:22 |
Published Version: | https://doi.org/10.1039/d1sc04748e |
Status: | Published |
Refereed: | Yes |
Identification Number: | 10.1039/d1sc04748e |
Related URLs: | |
Open Archives Initiative ID (OAI ID): | oai:eprints.whiterose.ac.uk:180658 |