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Reaction of 2,3,4,5,6-Pentafluorobenzamide with Potassium Hydride: Unexpected Activation of the C–F Bond and Dimerization of Organofluorine Ligand

  • D. S. Yambulatov,
  • T. V. Astaf’eva,
  • J. K. Voronina,
  • S. A. Nikolaevskii,
  • M. A. Kiskin,
  • I. L. Eremenko

摘要

Abstract

The reaction of potassium hydride with 2,3,4,5,6-pentafluorobenzamide (FBAm) in dimethoxyethane results in activation of the C–F bond in the para-position to the C(O)NH2 group followed by dimerization of FBAm to form a potassium salt with one free amide group. The structure of the binuclear reaction product {(DME)2K+[C6F5–C(O)N–C6F4–C(O)NH2]}2 (I) was determined by X-ray diffraction (CCDC 2311402), the purity of the product was confirmed by NMR spectroscopy.