Journal of Organic Chemistry 2012-03-16

Synthesis, resolution, and absolute configuration of chiral 4,4'-bipyridines.

Victor Mamane, Emmanuel Aubert, Paola Peluso, Sergio Cossu

Index: J. Org. Chem. 77(6) , 2579-83, (2012)

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Abstract

A chiral polyhalogenated 4,4'-bipyridine derivative is described allowing an easy access to a new family of chiral 4,4'-bipyridines by site-selective cross-coupling reactions. The absolute configurations of all the HPLC separated enantiomers were determined by X-ray diffraction and electronic circular dichroism coupled with time-dependent density functional theory calculations.