Abstract
The reactions of difluoroacetyl fluoride and trifluoroacetyl fluoride were investigated in the binary superacid HF/SbF5 by low-temperature NMR spectroscopy. Whereas both haloacetyl fluorides form oxonium species after the addition of HF, the protonated acyl fluorides were not observed. Protonated 1,1,2,2-tetrafluoroethanol was isolated as a solid and represents an example of a protonated α-fluoroalcohol. The salt was characterized by low-temperature vibrational spectroscopy and single-crystal X-ray diffraction. [CHF2CF2OH2][SbF6] crystallizes in the triclinic space group P[1 with combining macron] with two formula units per unit cell. Protonated perfluoroethanol is only stable in solution. The reactivity of both haloacyl fluorides is discussed based on quantum chemical calculations at the MP2/aug-cc-pVTZ-level of theory.
Item Type: | Journal article |
---|---|
Faculties: | Chemistry and Pharmacy > Department of Chemistry |
Subjects: | 500 Science > 540 Chemistry |
URN: | urn:nbn:de:bvb:19-epub-120357-5 |
ISSN: | 1144-0546 |
Language: | English |
Item ID: | 120357 |
Date Deposited: | 04. Sep 2024, 05:49 |
Last Modified: | 04. Sep 2024, 05:54 |