Protonation of Pyruvic Acid - Synthesis of a plain Superelectrophile

Virmani, Alan; Pfeiffer, Martina; Jessen, Christoph; Morgenstern, Yvonne and Kornath, Andreas J. (2022): Protonation of Pyruvic Acid - Synthesis of a plain Superelectrophile. In: Zeitschrift für Anorganische und Allgemeine Chemie, Vol. 648, No. 14

Abstract

The syntheses of [H3C(O)CC(OH)(2)][MF6] and [H3C(OH)CC-(OH)(2)][MF6](2) (M=As, Sb) by reacting pyruvic acid in the superacidic systems HF/AsF, and HF/SbF5 are reported. The salts were characterized by low-temperature vibrational spectroscopy and in the cases of [H3C(O)CC(OH)(2)][SbF6] and [H3C(OH)CC-(OH)(2)][SbF6](2)center dot HF by X-ray crystal structure analyses. The exper- imental results are discussed together with quantum chemical calculations. Remarkably, the bond distance and the twisting angle around the central C-C bond are unaffected by the protonations despite increasing coulombic repulsion. The crystal structure reveals short interionic interactions that have a considerable influence on the C-C bond.

• 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