Abstract
AbstractHerein, we report the O‐monoprotonated species of chloroacetyl fluoride and fluoroacetyl fluoride in the binary superacidic systems HF/MF5 and DF/MF5 (M=As, Sb) as hexafluoridoarsenates and hexafluoridostibates. The colorless salts were characterized by low temperature vibrational spectroscopy, low temperature NMR spectroscopy and single‐crystal X‐ray diffraction. [CClH2C(OH)F][SbF6] crystallizes in the monoclinic space group P21/c with four formula units per unit cell and [CH2FC(OD)F][SbF6] in the triclinic space group P with two formula units per cell. The experimental data are discussed together with quantum chemical calculations at the ωB97XD/aug‐cc‐pVTZ‐level of theory. Protonation leads to significant shortening of the C−F bond due to back‐donation of fluorine lone‐pair electrons.
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