Russian Chemical Bulletin

, Volume 46, Issue 8, pp 1434–1436 | Cite as

Reactions of polyfluoroaromatic compounds with electrophilic agents in the presence of tris(dialkylamino)phosphines

8. Replacement of fluorine by hydrogen in polyfluoroaromatic compounds
  • V. V. Bardin
Organic Chemistry


When reacted with P(NEt2)3 and a proton donor, pentafluoropyridine, 3-chlorotetrafluoropyridine, pentafluorobenzonitrile, and octafluorotoluene yield products of replacement of the fluorine atom by hydrogen at position 4. This process is accompanied by the side reaction of aminodefluorination. In the case of 3-H-heptafluorotoluene and octafluoronaphthalene, aminodefluorination is the main reaction. Reactions of perfluoro-4-isopropyltoluene, 4-H-heptafluorotoluene, and 4-methylheptafluorotoluene do not occur under the above-mentioned conditions.

Key words

polyfluoroarenes reduction tris(diethylamino)phosphine 


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Copyright information

© Plenum Publishing Corporation 1997

Authors and Affiliations

  • V. V. Bardin
    • 1
  1. 1.Novosibirsk Institute of Organic ChemistrySiberian Branch of the Russian Academy of SciencesNovosibirskRussian Federation

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