Hydrogen bond assisted activation of a dinitrile towards nucleophilic attack |
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Authors: | Kopylovich Maximilian N Mahmudov Kamran T Mizar Archana Pombeiro Armando J L |
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Affiliation: | Centro Química Estrutural, Complexo I, Instituto Superior Técnico, TU Lisbon, Av. Rovisco Pais, 1049-001, Lisbon, Portugal. |
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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. |
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