Formation of H-bonded ionic associates in reactions of 5-nitrosalicylaldehyde with secondary amines

Document Type

Article

Language

eng

Publication Date

5-1995

Publisher

Springer

Source Publication

Russian Chemical Bulletin

Source ISSN

1066-5285

Abstract

5-Nitrosalicylaldehyde reacts with highly basic secondary aliphatic amines to form molecular complexes of 1 ∶ 1 composition. The complexes with piperidine, diethylamine, dipentylamine, and dibenzylamine (1–4, respectively) have been obtained in the crystalline state and characterized. The X-ray diffraction structural analysis of complex1 demonstrated that it exists in a crystal as an H-bonded dimeric ionic associate [C5H12N+· C7H4NO 4 ]2 formed as a result of the transfer of the phenyl proton of the aldehyde to the piperidine N atom. According to the results of IR spectroscopy, the other complexes obtained have similar structures.

Comments

Russian Chemical Bulletin, Vol. 44, No. 5 (May 1995): 913-916. DOI.

Sergey Lindeman was affiliated with A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Moscow, Russian Federation at the time of publication.

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