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Synlett 2000; 2000(1): 57-58
DOI: 10.1055/s-2000-6460
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Lanthanide Triflate and Triflide Catalyzed Atom Economic Nitration of Fluoroarenes

Anthony G. M. Barrett* , D. Christopher Braddock, Richard Ducray, R. Murray McKinnell, Francis J. Waller
  • *Department of Chemistry, Imperial College of Science, Technology and Medicine, South Kensington, London, UK SW7 2AY; E-mail: agmb@ic.ac.uk
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Publication Date:
31 December 2000 (online)

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Ytterbium(III) triflate (10 mol%) was found to catalyze the nitration of a range of simple fluoroarenes whilst minimizing the common problem of HF liberation. For more electron deficient fluoroarenes, hafnium(IV) triflate and the ytterbium and scandium salts of triflidic acid (Tf3CH) were found to be significantly more effective catalysts.

catalysis - electrophilic aromatic substitutions - lanthanides - Lewis acids - nitration