Inorganic Chemistry p. 1223 - 1228 (1975)
Update date:2022-08-30
Topics:
Peterman, Keith E.
Shreeve, Jean'ne M.
Treatment of CF3C(O)N=C(CF3)2 (I) and CF3C(O)NClCF(CF3)2 (III) with PCl5 readily produces the imines CF3CCl2N=C(CF3)2 (II) and CF3CCl=NCF(CF3)2 (V), respectively. Catalytic chlorofluorination of II yields CF3CF2NClCF(CF3)2 (VIII) via a series of ClF addition and subsequent dechlorination steps. Polar addition of ClF to CF3CF2N=CFCF3 (XI) results in (CF3CF2)2NCl (XIII). The two chloramines VIII and XIII are converted to the perfluoroalkyl secondary amines CF3CF2NHCF(CF3)2 and (CF3CF2)2NH with HCl. Photolytic decomposition products of the chloramines, which include a new perfluoroalkyl asymmetric amine, CF3(CF3CF2)NCF(CF3)2 (XII), are identified. The mechanistic pathway for the photolytic decomposition of I is also presented. Copyright 1975 by the American Chemical Society.
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