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Synfacts 2010(8): 0937-0937  
DOI: 10.1055/s-0030-1257760
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of 4,4′-Bipyridines via a Simple Dimerization Procedure

Contributor(s): Paul Knochel, Stefan Wunderlich
M. Abboud, V. Mamane*, E. Aubert*, C. Lecomte, Y. Fort
Nancy Université, France
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Publication History

Publication Date:
22 July 2010 (online)

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Significance

Polyhalogenated 4,4′-bipyridines were synthesized in a single step starting from ­dihalopyridines. A mechanism is proposed on the basis of experiments performed with 2-chloro-5-bromopyridine. When LDA was used, the corresponding dimer containing two chlorine and two bromine atoms was formed predominantly accompanied by several byproducts whose structures and mechanism of formation are discussed.