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Oxidation of difluorocarbene and subsequent trifluoromethoxylation

Author

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  • Jiao Yu

    (Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences)

  • Jin-Hong Lin

    (Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences)

  • Donghai Yu

    (Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences)

  • Ruobing Du

    (Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences)

  • Ji-Chang Xiao

    (Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences)

Abstract

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, 18O-trifluoromethoxylation, the observation of AgOCF3 species, and DFT calculations.

Suggested Citation

  • Jiao Yu & Jin-Hong Lin & Donghai Yu & Ruobing Du & Ji-Chang Xiao, 2019. "Oxidation of difluorocarbene and subsequent trifluoromethoxylation," Nature Communications, Nature, vol. 10(1), pages 1-8, December.
    • Handle: RePEc:nat:natcom:v:10:y:2019:i:1:d:10.1038_s41467-019-13359-z
    DOI: 10.1038/s41467-019-13359-z
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