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Bridging of Bipyridine Units by Phenylphosphine Links:  Linear and Cyclic Oligomers and Some Acid Derivatives

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posted on 25.11.2005, 00:00 by Raymond F. Ziessel, Loïc J. Charbonnière, Samir Mameri, Franck Camerel
Reaction of 6,6‘-dibromo-2,2‘-bipyridine with phenylphosphine under palladium-promoted cross-coupling conditions provides a variety of linear oligomers bearing two reactive bromo substituents as well as a cyclic dimer, characterized by X-ray crystallography, in which the bipyridine units are constrained to a cis configuration by two phenylphosphine oxide bridges. Derivatives of the linear species containing both carboxylate and phosphonate substituents are readily obtained.