4.8 Review

Electrochemical Arylation Reaction

Journal

CHEMICAL REVIEWS
Volume 118, Issue 14, Pages 6706-6765

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.chemrev.8b00233

Keywords

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Funding

  1. DFG [Wa1276/14-1, Wa 1276/17-1]
  2. Advanced Lab of Electrochemistry and Electrosynthesi-ELYSION (Carl Zeiss Foundation)
  3. Carl Zeiss Foundation
  4. Max Planck Graduate Center
  5. Johannes Gutenberg University Mainz (MPGC)
  6. Center for INnovative and Emerging MAterials (CINEMA)
  7. Graduate School Materials Science in Mainz [GSC 266]
  8. BMBF-EPSYLON [FKZ 13XP5016D]

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Arylated products are found in various fields of chemistry and represent essential entities for many applications. Therefore, the formation of this structural feature represents a central issue of contemporary organic synthesis. By the action of electricity the necessity of leaving groups, metal catalysts, stoichiometric oxidizers, or reducing agents can be omitted in part or even completely. The replacement of conventional reagents by sustainable electricity not only will be environmentally benign but also allows significant short cuts in electrochemical synthesis. In addition, this methodology can be considered as inherently safe. The current survey is organized in cathodic and anodic conversions as well as by the number of leaving groups being involved. In some electroconversions the reagents used are regenerated at the electrode, whereas in other electrotransformations free radical sequences are exploited to afford a highly sustainable process. The electrochemical formation of the aryl substrate bond is discussed for aromatic substrates, heterocycles, other multiple bond systems, and even at saturated carbon substrates. This survey covers most of the seminal work and the advances of the past two decades in this area.

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