The synthesis, structures, and electrochemistry of 1′-heteroaryl-2,5-dimethylazaferrocenes

We report the synthesis of 1′-heteroaryl-2,5-dimethylazaferrocenes (heteroaryl = 2-bromothiophen-5-yl and 2-bromopyrid-6-yl) via palladium catalysed cross-coupling reactions along with their crystallographically determined structures. The newly synthesized compounds as well as the parent 2,5-dimethylazaferrocene have been investigated by cyclic voltammetry (CV) and were found to exhibit reversible first oxidations followed by an irreversible oxidation at considerably higher potential.

Graphical abstractA synthetic route to 1′-heteroaryl substituted 2,5-dimethylazaferrocene derivatives is reported along with their crystallographical and electrochemical characterization.Figure optionsDownload full-size imageDownload as PowerPoint slide