From uncharged to decacationic molecules: syntheses and spectroscopic properties of heteroarenium-substituted pyridines |
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| Authors: | Schmidt Andreas Mordhorst Thorsten Nieger Martin |
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| Institution: | Clausthal University of Technology, Institute of Organic Chemistry, Leibnizstrasse 6, D-38678 Clausthal-Zellerfeld, Germany. schmidt@ioc.tu-clausthal.de |
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| Abstract: | Nucleophilic substitutions on pentachloropyridine with 4-(dimethylamino)pyridine, 4-aminopyridine, and 4-(pyrrolidin-1-yl)pyridine give mono-, tri- and pentacationic pyridine-hetarenium salts. The mono-, tri- and pentacationic 4-aminopyridine derivatives can be deprotonated to neutral compounds in solution, or protonated to di-, hexa- and decacationic pyridine derivatives, respectively. Successive substitutions with different heteroaromatic nucleophiles give pyridines with two distinct types of heteroarenium substituents. |
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