Curved π-Conjugated Dehydrobenzoannulene as Electron-Deficient Cores of Donor–Acceptor Systems
Peng Xu, Ningwen Sun, Hui Xie, Jinjin Ding, Xuan Thang Cao, Yulan Zuo, Qiang Huang, H. Jia, Jinling Zhang
Abstract
Utilizing [14]dehydrobenzoannulene as an electron acceptor, four twisted donor-acceptor architectures were divergently synthesized. Intriguingly, the antiaromatic diazocine core could interrupt electron transfer in the π-frameworks. Benefiting from the junction of dehydrobenzoannulene and carbazoles, all displayed stunning fluorescence and electrochemiluminescence. Anomalously, blue-shifted fluorescence was observed in the electron-donating-group-substituted homologues. Finally, a molecular carbon-based sensor for dopamine detection was constructed. This work provides new insights into the construction and application of molecular carbons.