Syntheses and Structures of Protonated Acetylenedicarboxylic Acid

Jessen, Christoph und Kornath, Andreas J. (2022): Syntheses and Structures of Protonated Acetylenedicarboxylic Acid. In: European Journal of Inorganic Chemistry, Vol. 2022, No. 6

Abstract

Acetylenedicarboxylic acid (C4H2O4) was protonated in the binary superacidic systems HF/MF5 (M=As, Sb). Depending on the stoichiometric ratio of Lewis acid and acetylenedicarboxylic acid mono- and diprotonated acetylenedicarboxylic acid was obtained. The salts of diprotonated acetylenedicarboxylic acid were characterized by vibrational spectroscopy and in case of [C4H4O4][SbF6]2 by a single-crystal X-ray structure analysis. The salt crystallizes in the monoclinic space group C2/c with four formula units per unit cell. Furthermore, salts of monoprotonated acetylenedicarboxylic acid were synthesized and characterized by single-crystal X-ray structure analysis. The salts [C4H3O4][AsF6] and [C4H3O4][SbF6] crystallize in the monoclinic space group C2/c with four formula units per unit cell. The monoprotonation is better described as a twofold hemiprotonation of acetylenedicarboxylic acid. The experimental results are discussed together with quantum chemical calculations.

• Item Type: Journal article
• Faculties: Chemistry and Pharmacy > Department of Chemistry
• Subjects: 500 Science > 540 Chemistry
• ISSN: 1434-1948
• Language: English