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5,5″-Disubstituted 2,2′:6′,2″-Terpyridines through and for Metal-Mediated Cross-Coupling Chemistry

✍ Scribed by Uwe Lehmann; Oliver Henze; A. Dieter Schlüter

Publisher
John Wiley and Sons
Year
1999
Tongue
English
Weight
141 KB
Volume
5
Category
Article
ISSN
0947-6539

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✦ Synopsis

The 0.3 ± 5 g scale syntheses of the 2,2':6',2''-terpyridines 3, 6, 9, and 10 are described. The pyridine units are connected to one another by Pd-catalyzed crosscoupling reactions. This method allows the easy introduction of halogen, stannyl, and boronic ester functionalities at positions C-5 and C-5''; this results in a novel functionality pattern for terpyridines that considerably widens the applicability of this class of tridentate ligands for supra-and macromolecular applications. The feasibility of growth reactions with these novel terpyridines was demonstrated by the synthesis of compounds 12 a ± c.

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