Phenothiazine-Embedded Hexaphyrins.

Unprecedented nonaromatic stable phenothiazine-embedded porphyrinoids were synthesized by incorporating phenothiazine subunits into the hexaphyrin framework. The crystal structure revealed that the macrocycle adopted a twisted conformation wherein the phenothiazine units maintained their planarity, which was an impediment in π-delocalization throughout the macrocyclic core. The macrocycles exhibited distinct absorption bands in the visible-near-infrared region, and electrochemical studies indicated their electron-rich nature. Theoretical studies were consistent with the experimental observations.