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Difluorocarbene transfer from a cobalt complex to an electron-deficient alkene.

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We report the synthesis of the trifluoromethyl cobalt(iii)tetraphenylporphyrinato complex [Co(TPP)CF3], which loses fluoride upon one-electron reduction and transfers a difluorocarbene moiety to n-butyl acrylate to produce the corresponding gem-difluorocyclopropane. Catalytic… Click to show full abstract

We report the synthesis of the trifluoromethyl cobalt(iii)tetraphenylporphyrinato complex [Co(TPP)CF3], which loses fluoride upon one-electron reduction and transfers a difluorocarbene moiety to n-butyl acrylate to produce the corresponding gem-difluorocyclopropane. Catalytic CF2 transfer from Me3SiCF3 to n-butyl acrylate becomes possible when directly using the divalent cobalt(ii) porphyrin catalysts in the presence of NaI.

Keywords: cobalt complex; cobalt; difluorocarbene transfer; transfer cobalt; electron; complex electron

Journal Title: Chemical communications
Year Published: 2017

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