Oxidation of difluorocarbene and subsequent trifluoromethoxylation

As a versatile intermediate, difluorocarbene is an electron-deficient transient species, meaning that its oxidation would be challenging. Herein we show that the oxidation of difluorocarbene could occur smoothly to generate carbonyl fluoride. The oxidation process is confirmed by successful trifluor...

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Autores principales: Yu, Jiao, Lin, Jin-Hong, Yu, Donghai, Du, Ruobing, Xiao, Ji-Chang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group UK 2019
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6877537/
https://www.ncbi.nlm.nih.gov/pubmed/31767850
http://dx.doi.org/10.1038/s41467-019-13359-z
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author Yu, Jiao
Lin, Jin-Hong
Yu, Donghai
Du, Ruobing
Xiao, Ji-Chang
author_facet Yu, Jiao
Lin, Jin-Hong
Yu, Donghai
Du, Ruobing
Xiao, Ji-Chang
author_sort Yu, Jiao
collection PubMed
description As a versatile intermediate, difluorocarbene is an electron-deficient transient species, meaning that its oxidation would be challenging. Herein we show that the oxidation of difluorocarbene could occur smoothly to generate carbonyl fluoride. The oxidation process is confirmed by successful trifluoromethoxylation, (18)O-trifluoromethoxylation, the observation of AgOCF(3) species, and DFT calculations.
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spelling pubmed-68775372019-11-27 Oxidation of difluorocarbene and subsequent trifluoromethoxylation Yu, Jiao Lin, Jin-Hong Yu, Donghai Du, Ruobing Xiao, Ji-Chang Nat Commun Article As a versatile intermediate, difluorocarbene is an electron-deficient transient species, meaning that its oxidation would be challenging. Herein we show that the oxidation of difluorocarbene could occur smoothly to generate carbonyl fluoride. The oxidation process is confirmed by successful trifluoromethoxylation, (18)O-trifluoromethoxylation, the observation of AgOCF(3) species, and DFT calculations. Nature Publishing Group UK 2019-11-25 /pmc/articles/PMC6877537/ /pubmed/31767850 http://dx.doi.org/10.1038/s41467-019-13359-z Text en © The Author(s) 2019 Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in a credit line to the material. If material is not included in the article’s Creative Commons license and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/.
spellingShingle Article
Yu, Jiao
Lin, Jin-Hong
Yu, Donghai
Du, Ruobing
Xiao, Ji-Chang
Oxidation of difluorocarbene and subsequent trifluoromethoxylation
title Oxidation of difluorocarbene and subsequent trifluoromethoxylation
title_full Oxidation of difluorocarbene and subsequent trifluoromethoxylation
title_fullStr Oxidation of difluorocarbene and subsequent trifluoromethoxylation
title_full_unstemmed Oxidation of difluorocarbene and subsequent trifluoromethoxylation
title_short Oxidation of difluorocarbene and subsequent trifluoromethoxylation
title_sort oxidation of difluorocarbene and subsequent trifluoromethoxylation
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6877537/
https://www.ncbi.nlm.nih.gov/pubmed/31767850
http://dx.doi.org/10.1038/s41467-019-13359-z
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AT yudonghai oxidationofdifluorocarbeneandsubsequenttrifluoromethoxylation
AT duruobing oxidationofdifluorocarbeneandsubsequenttrifluoromethoxylation
AT xiaojichang oxidationofdifluorocarbeneandsubsequenttrifluoromethoxylation

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