Planar Geometry of 4-Substituted-2,2 '-bipyridines Synthesized by Sonogashira and Suzuki Cross-Coupling Reactions

摘要

Two 4-substituted 2,2'-bipyridines, namely 4-(ferrocenylethynyl)-2,2'-bipyridine (I) and 4-ferro- cenyl-2,2'-bipyridine (II) have been synthesized and fully characterized via single-crystal X-ray diffraction and 1H and 13C NMR analyses. The π-conjugated system designed from 2,2'-bipyridine modified with the ferrocenylethynyl and ferrocenyl groups shows the desired planarity. In the crystal packing of I and II, the molecules arrange themselves in head-to-tail and head-to-head motifs, respectively, resulting in consecutive layers of ferrocene and pyridine moieties.