Synthetic Routes for Heteroatom‐Containing Alkylated/Arylated Polycyclic Aromatic Hydrocarbons
Qinqin Shi, Xiaosong Shi, Changfu Feng, Yishi Wu, Nan Zheng, Jie Liu, Xiaoxi Wu, Hao Chen, Aidong Peng, Jianfeng Li, Lang Jiang, Hongbing Fu, Zengqi Xie, Seth R. Marder, Simon B. Blakey, Hui Huang
Abstract
Synthetic routes for heteroatom-containing polycyclic aromatic hydrocarbons (H-PAHs) with alkyl and aryl substitution are demonstrated. Three H-PAHs, including heteroatom-containing rubicenes (H-rubicenes), angular-benzothiophenes (ABTs), and indenothiophene (IDTs) were successfully synthesized by two key steps, including polysubstituted olefin formation and cyclization. Specifically, ABT and H-rubicenes were comprehensively investigated by single-crystal X-ray diffraction, NMR spectroscopy, UV-vis absorption, cyclic voltammetry, transient absorption, and single-crystal OFET measurements.