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Issue 20, 2016
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Protonation of nitriles: isolation and characterization of alkyl- and arylnitrilium ions

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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.

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

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Article information


Submitted
04 Apr 2016
Accepted
18 Apr 2016
First published
20 Apr 2016

Dalton Trans., 2016,45, 8494-8499
Article type
Paper

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

R. Haiges, A. F. Baxter, N. R. Goetz, J. A. Axhausen, T. Soltner, A. Kornath and K. O. Christe, Dalton Trans., 2016, 45, 8494
DOI: 10.1039/C6DT01301E

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