Substrates Containing Nitrogen, Sulfur or Phosphorous

Hydrogen atoms bonded to nitrogen, as well as those attached to carbon, are replaced by fluorine upon perfluorination of primary and secondary amines (Fig. 37) [101, 102]. Perfluorinated tertiary amines have also been prepared (Figs. 38 and 39) [78,103]. 

Sulfur is oxidatively fluorinated up to its highest valence state, six. For instance, alkyl thiols give perfluoroalkyl-sulfurpentafluorides (Fig. 40) [104] and sulfides give perfluorodialkyl-sulfurtetrafluorides (Fig. 41) [105,106]. Similarly, phosphorous is oxidatively fluorinated up to the pentavalent state (Fig. 42) [107]. 

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