4.7 Article

6,6′-Dibromo-4,4′-di(hexoxymethyl)-2,2′-bipyridine:: A new solubilizing building block for macromolecular and supramolecular applications

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 71, Issue 12, Pages 4696-4699

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo060557i

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Although brominated bipyridines and terpyridines are highly desirable synthetic building blocks for both ligand design and macro- or supramolecular applications, few such synthetic precursors have been reported that include much-needed solubilizing groups. Reported here is an inexpensive route to 2,6-dibromo-4-(hexoxymethyl) pyridine from citrazinic acid with an overall yield of 44% and its efficient conversion ( 60%) to 6,6'-dibromo-4,4'-di( hexoxymethyl)-2,2'-bipyridine via oxidative coupling.

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