4.4 Article

Difluoro- and Trifluoromethylation of Electron-Deficient Alkenes in an Electrochemical Microreactor

Journal

CHEMISTRYOPEN
Volume 3, Issue 1, Pages 23-28

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/open.201300039

Keywords

difluoroacetic acid; electrochemistry; flow chemistry; microreactor; radicals; trifluoroacetic acid

Funding

  1. Japan Society for the Promotion of Science
  2. Prosidion Ltd
  3. Chemistry Innovation/Engineering and Physical Sciences Research Council (EPSRC)
  4. School of Chemistry, Cardiff University
  5. Grants-in-Aid for Scientific Research [12J10124] Funding Source: KAKEN

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Electrochemical microreactors, which have electrodes integrated into the flow path, can afford rapid and efficient electrochemical reactions without redox reagents due to the intrinsic properties of short diffusion distances. Taking advantage of electrochemical microreactors, Kolbe electrolysis of di- and trifluoroacetic acid in the presence of various electron-deficient alkenes was performed under constant current at continuous flow at room temperature. As a result, di- and trifluoromethylated compounds were effectively produced in either equal or higher yields than identical reactions under batch conditions previously reported by Uneyamas group. The strategy of using electrochemical microreactor technology is useful for an effective fluoromethylation of alkenes based on Kolbe electrolysis in significantly shortened reaction times.

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