No fear for Perfluorinated Peroxides: Syntheses and Solid State Structures of Surprisingly inert Perfluoroalkyl Peroxides

We report on the solid state structures of bis(nonafluoro‐tert‐butyl) peroxide [(F3C)3CO]2 and bis(undecafluoro‐2‐methyl‐2‐butyl) peroxide [(C2F5)(F3C)2CO]2. These peroxides are prepared from the corresponding hypofluorites with fluorinated silver wool. Their solid state structures obtained by in situ crystallization show unusual COOC dihedral angles of 180°, as well as elongated O–O bonds as a result of the bulky perfluorinated alkyl groups. The perfluorinated alkyl peroxides are insensitive to both, impact (> 40 J) and friction (> 360 N), and resistant towards mineral acids (HX, X = F, Cl, Br) and elemental halogens (X2). Ferrocene is oxidized by [(F3C)3CO]2 to [FeIIICp2] [OC(CF3)3].

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