It is shown in this work that high electron affinity can be combined with high solubility and practical accessibility in corannulene-based electron acceptors. The electron affinity originates from the presence of three different types of electron-withdrawing groups (imide, sulfone, and trifluoromethyl) on the aromatic scaffold. The imide substituent further hosts a long alkyl chain (C18H37) to boast solubility in a wide range of organic solvents. The synthesis is modular and consists of three simple steps from a commonly available corannulene derivative with an overall isolated yield of 22–27 %.
- electron-deficient compounds
- fused-ring systems
- polycyclic aromatic hydrocarbons
ASJC Scopus subject areas
- Organic Chemistry