Synthesis of Polycyclic Aromatic Hydrocarbons Decorated by Fluorinated Carbon Acids/Carbanions

Chemistry. 2021 Nov 22;27(65):16112-16116. doi: 10.1002/chem.202103188. Epub 2021 Oct 8.

Abstract

The carboarylation reaction of biphenyl-alkynes was successfully triggered by electrophilic attack of 1,1-bis(triflyl)ethylene on the alkyne moiety to give polycyclic aromatic hydrocarbons (PAHs) decorated by superacidic carbon acid functionality. Neutralisation of thus obtained acids with NaHCO3 yielded the corresponding sodium salts, which showed improved solubility in both aqueous and organic solvents.

Keywords: carbanions; cyclization; electrophilic substitution; fluorine; polycycles.

MeSH terms

  • Alkynes
  • Carbon
  • Carbonic Acid
  • Cyclization
  • Polycyclic Aromatic Hydrocarbons*

Substances

  • Alkynes
  • Polycyclic Aromatic Hydrocarbons
  • Carbonic Acid
  • Carbon