Non-Fullerene Electron Acceptors Based on Hybridisation of Corannulene and Thiophene-S,S-Dioxide Motifs.
Gábor BátiDániel CsókásGavril-Ionel GiurgiJingsong ZhouLorant A SzolgaRichard D WebsterMihaiela C StuparuPublished in: Chemistry (Weinheim an der Bergstrasse, Germany) (2023)
Herein we show that hybridisation of buckybowl corannulene and thiophene-S,S-dioxide motifs is a general approach for the preparation of high electron affinity molecular materials. The devised synthesis is modular and relies on thienannulation of corannnulene-based phenylacetylene scaffolds. The final compounds are highly soluble in common organic solvents. These compounds also exhibit interesting optical properties such as absorption and emission in the blue/green regions of the electromagnetic spectrum. Importantly, a bis-S,S-dioxide derivative exhibits three reversible reductions similar in their strength to the prevalent fullerene-based electron acceptor phenyl-C 61 -butyric acid methyl ester (PC 61 BM).