Cyclo[2]pyridine[8]pyrrole: An Expanded Porphyrinoid with Three Closed-Shell Oxidation States.

We report here an expanded porphyrinoid, cyclo[2]pyridine[8]pyrrole, , that can exist at three closed-shell oxidation levels. Macrocycle was synthesized via the oxidative coupling of two open chain precursors and fully characterized by means of NMR and UV-vis spectroscopies, MS, and X-ray crystallography. Reduction of the fully oxidized form (, blue) with NaBH produced either the half-oxidized (, teal) or fully reduced forms (, pale yellow), depending on the amount of reducing agent used and the presence or absence of air.

Quinoxaline-fused octaphyrin(2.0.0.0.2.0.0.0). A rudimentary chemosensor.

A quinoxaline-fused octaphyrin(2.0.0.