One-Pot Synthesis of Tetraphene and Construction of Expanded Conjugated Aromatics

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• 作者：Jianbo Wang ; Jinzhong Yao ; Hailong Wang ; Hao Chen ; Jingcheng Dong ; Hongwei Zhou
• 刊名：Journal of Organic Chemistry
• 出版年：2016
• 出版时间：June 17, 2016
• 年：2016
• 卷：81
• 期：12
• 页码：5250-5255
• 全文大小：378K
• 年卷期：0
• ISSN：1520-6904

文摘

Acene derivatives as a class of polycyclic aromatic hydrocarbons have attracted considerable interest because of their outstanding semiconductor properties. We developed a one-pot synthesis for fully conjugated tetraphene via a sequence of propargyl-allenyl isomerization, phosphine addition, intramolecular Wittig reactions, and Diels–Alder cyclization reactions. The derivative-conjugated aromatic compounds including carbazole or triphenylamine have been constructed via Pd-catalyzed coupling reaction with dibromotetraphene. These compounds show superior photophysical and electrochemical properties, which make them possible candidates for optoelectronic conjugated materials.