Reaction of polyfluorinated imines with trifluoromethyltrimethylsilane. Direct synthesis of N-(perfluoro-t-butyl)amines

The reaction of N-arylimines of hexafluoroacetone and CF3Si(CH3)3 (1) in the presence of CsF results in a 48–84% yield formation of ArN(H)C(CF3)3. The reaction requires an equimolar amount of CsF and rapidly proceeds in solvents such as THF or monoglyme. Interaction of CF3NC(CF3)2 with excess of 1 leads to the formation of novel amine [(CF3)3C]2NH. Stable salt of this amine is isolated in a reaction of isomeric CF3CF2NCFCF3 with an excess of 1 in the presence of CsF.