Synthesis and Structural Investigation of Protonated Haloacetyl Fluorides

Steiner, Sebastian; Jessen, Christoph and Kornath, Andreas J. (2022): Synthesis and Structural Investigation of Protonated Haloacetyl Fluorides. In: Zeitschrift für Anorganische und Allgemeine Chemie, Vol. 648, No. 12

Abstract

Herein, 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. [CCIH2C(OH)F][SbF6] crystallizes in the monoclinic space group P2(1)/c with four formula units per unit cell and [CIH2FC-(OD)F][SbF6] in the triclinic space group P (1) over bar with two formula units per cell. The experimental data are discussed together with quantum chemical calculations at the omega B97XD/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.

• Item Type: Journal article
• Faculties: Chemistry and Pharmacy > Department of Chemistry
• Subjects: 500 Science > 540 Chemistry
• ISSN: 0044-2313
• Language: English
• DFG: Gefördert durch die Deutsche Forschungsgemeinschaft (DFG) - 491502892