Abstract
Dichloroacetyl fluoride was investigated in the superacids HF/MF5 and DF/MF5 (M = As, Sb). The O‐hemiprotonated species of dichloroacetyl fluoride is formed in the binary superacidic systems HF/MF5 and DF/MF5 (M = As, Sb) as hexafluoridoarsenates and hexafluoridoantimonates. With an excess of the strong Lewis acid SbF5 dichloroacetyl fluoride reacts under the formation of the oxonium salt [CCl2HCF2OX2][SbF6] in the superacidic system XF/SbF5 (X = H, D) after HF‐ or DF‐addition, respectively. The colorless salts were characterized by low‐temperature vibrational spectroscopy, NMR spectroscopy, and single‐crystal X‐ray diffraction. [CCl2HC(OH)F][(CCl2HCOF)2H][SbF6][Sb2F11] and [CCl2HCF2OH2][SbF6] crystallize in the monoclinic space groups P21/c and P21/m, respectively, with two formula units per unit cell each. The crystal structure of the oxonium salt shows strong O(‐H)···F hydrogen bonds and strong F···F interactions. The experimental data are discussed together with quantum chemical calculations at the ωB97XD/aug‐cc‐pVTZ‐level of theory.
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