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Synthetic Routes for Heteroatom-Containing Alkylated/Arylated Polycyclic Aromatic Hydrocarbons

Shi, Qinqin*; Shi, Xiaosong; Feng, Changfu; Wu, Yishi; Zheng, Nan; Liu, Jie; Wu, Xiaoxi; Chen, Hao; Peng, Aidong; Li, Jianfeng; Jiang, Lang; Fu, Hongbing; Xie, Zengqi; Marder, Seth R.; Blakey, Simon B.*; Huang, Hui*
Science Citation Index Expanded
中国科学院研究生院; 中国科学院

摘要

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.

关键词

cross-coupling cyclization polycyclic aromatic hydrocarbons structure elucidation synthetic methods