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Synthesis of new pyridines with oligocations and oxygen nucleophiles
Andreas Schmidt1, Thorsten Mordhorst, Tobias Habeck
1Technische Universität Clausthal, Institut für Organische Chemie, Leibnizstrasse 6, D-38678 Clausthal-Zellerfeld, Germany. schmidt@ioc.tu-clausthal.de
Organic Letters
|April 13, 2002
Abstract:
Nucleophilic substitution of 4-(dimethylamino)pyridine on pentachloropyridine yielded pentakis(pyridine-2,3,4,5,6-pentayl)pyridinium, tris-(3,5-dichloropyridine-2,4,6-triyl)pyridinium, or (tetrachloropyridin-4-yl)pyridinium depending on the reaction conditions. Nucleophilic substitution with water, hydroxides, and alcoholates resulted in new betaines and highly substituted pyridines. [structure: see text]