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Valence Bond Theory02:45

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Application of Elemental Lanthanides in the Selective C-F Activation of Trifluoromethylated Benzofulvenes Providing Access to Various Difluoroalkenes
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Electrosynthetic C-F bond cleavage.

Johannes L Röckl1, Emma L Robertson2, Helena Lundberg1

  • 1Department of Chemistry, KTH Royal Institute of Technology, SE-100 44, Stockholm, Sweden. hellundb@kth.se.

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Summary

This study reviews electrochemical methods for activating and functionalizing the strong carbon-fluorine (C-F) bond. It covers electro- and photoelectrochemical strategies for C-F bond manipulation in organic synthesis.

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Area of Science:

  • Organic Chemistry
  • Electrochemistry
  • Materials Science

Background:

  • Fluorinated organic compounds are integral to pharmaceuticals, agrochemicals, and advanced materials.
  • The inherent strength of the carbon-fluorine (C-F) bond presents significant synthetic challenges due to its chemical inertness.
  • Developing efficient methods for C-F bond functionalization is crucial for expanding the utility of fluorinated compounds.

Purpose of the Study:

  • To provide a comprehensive overview of electrochemically driven protocols for C-F bond activation and functionalization.
  • To highlight the potential of electrosynthesis in overcoming the inertness of the C-F bond.
  • To include emerging photoelectrochemical strategies for C-F bond manipulation.

Main Methods:

  • Review of literature on electrochemical methods for C-F bond cleavage and formation.
  • Analysis of synthetically relevant electro- and photoelectrochemical protocols.
  • Discussion of reactivity and selectivity enabled by electrochemical approaches.

Main Results:

  • Electrosynthesis offers novel pathways for activating and functionalizing the robust C-F bond.
  • Electrochemical methods provide tunable reactivity and selectivity for C-F bond transformations.
  • Photoelectrochemical strategies represent a promising frontier in C-F bond functionalization.

Conclusions:

  • Electrosynthesis is a powerful and rapidly expanding methodology for C-F bond activation.
  • This review consolidates key electrochemical strategies, offering valuable insights for synthetic chemists.
  • Future research in electro- and photoelectrochemical C-F bond functionalization holds significant potential.