Manifold-Fused Porphyrin-Nanographene Conjugates

Chemistry. 2024 Oct 16:e202403250. doi: 10.1002/chem.202403250. Online ahead of print.

Abstract

A library of novel π-extended porphyrin-hexabenzo-coronene (HBC) architectures is presented. Two distinct synthetic pathways were utilized to obtain either phenyl- or HBC-fused compounds. Absorption experiments reveal the species' exciting photophysical and optoelectronic properties. Depending on the degree of π-extension, the number of porphyrins, and their relative position, a decisive change in shape, panchromatic broadening, and red-shifting of the absorption curves is observed. Theoretical studies give more profound insight into the molecule's electronic structures, showing vast decreases in band energy gaps.

Keywords: Porphyrinoids; Scholl oxidation; fusion reaction; post-functionalization; π-extension.