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Issue 25, 2011
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Hydrogen bond assisted activation of a dinitrile towards nucleophilic attack

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Abstract

The possibility of tunable regioselective activation of a dinitrile towards nucleophilic attack was demonstrated. For that, a sulfo-arylhydrazone unit was introduced into malononitrile and the thus formed intramolecular hydrogen bond systems assisted specific nucleophilic attacks to the cyano moieties leading to a variety of amidines, carboxamides and iminoesters depending on the nucleophiles and conditions used.

Graphical abstract: Hydrogen bond assisted activation of a dinitrile towards nucleophilic attack

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Supplementary files

Article information


Submitted
24 Mar 2011
Accepted
04 May 2011
First published
23 May 2011

Chem. Commun., 2011,47, 7248-7250
Article type
Communication

Hydrogen bond assisted activation of a dinitrile towards nucleophilic attack

M. N. Kopylovich, K. T. Mahmudov, A. Mizar and A. J. L. Pombeiro, Chem. Commun., 2011, 47, 7248 DOI: 10.1039/C1CC11696G

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