Protonation of nitriles: isolation and characterization of alkyl- and arylnitrilium ions

Haiges, Ralf; Baxter, Amanda F.; Goetz, Nadine R.; Axhausen, Joachim A.; Soltner, Theresa; Kornath, Andreas and Christe, Karl O. (2016): Protonation of nitriles: isolation and characterization of alkyl- and arylnitrilium ions. In: Dalton Transactions, Vol. 45, No. 20: pp. 8494-8499

Abstract

The reactions of acetonitrile, propionitrile, butyronitrile, N,N-dimethylaminoacetonitrile, benzonitrile, o-tolunitrile and 1,4-dicyanobenzene with HF/AsF5 or HF/SbF5 in anhydrous HF result in protonation of the nitrile. The obtained nitrilium ions were isolated as [AsF6](-), [SbF6](-) and [Sb2F11](-) salts and characterized by multinuclear NMR and vibrational spectroscopy, and their X-ray crystal structures.

• Item Type: Journal article
• Faculties: Chemistry and Pharmacy > Department of Chemistry
• Subjects: 500 Science > 540 Chemistry
• ISSN: 1477-9226
• Language: English