Ricerc@Sapienza

The conformational and stereodynamic properties of a pyrene-substituted thioethyl-porphyrazine (PzPy) promising as dye for organic optoelectronic applications and light harvesting systems, have been investigated by Density Functional Theory computations and variable temperature NMR and HPLC. In PzPy rotation around the pyrene-macrocycle bond is hindered and then the molecule displays atropisomerism existing as a couple of enantiomers, thus representing the first chiral alkyl-porphyrazine reported in the literature.

A novel pyrene‐substituted thioethyl‐porphyrazine (PzPy) and the formation of supramolecular assembly with nanocarbons demonstrating photoinduced electron transfer ability are designed. As revealed by spectroscopic and electrochemical studies, PzPy displays wide spectral absorption in the visible range, charge separation upon photoexcitation, as well as bandgap and highest occupied/lowest unoccupied molecular orbital (HOMO/LUMO) energy values, matching the key requirements of organic optoelectronic.