Geminal Cross-Coupling of 1,1-Dibromoolefins Facilitating Multiple Topological 蟺-Conjugated Tetraarylethenes

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• 作者：Ze-Qiang Chen ; Tao Chen ; Jun-Xia Liu ; Guo-Feng Zhang ; Chong Li ; Wen-Liang Gong ; Zu-Jing Xiong ; Nuo-Hua Xie ; Ben Zhong Tang ; Ming-Qiang Zhu
• 刊名：Macromolecules
• 出版年：2015
• 出版时间：November 10, 2015
• 年：2015
• 卷：48
• 期：21
• 页码：7823-7835
• 全文大小：759K
• ISSN：1520-5835

文摘

The cross-coupling reactions have been used in C鈥揅 bond formation which can be used extensively in optoelectronic materials for organic light-emitting diodes, organic photovoltaics, and chemical biosensing. Here, we report 2-fold geminal C鈥揅 bond formation at 1,1-dibromoolefins via cross-coupling reactions of aromatic boronic esters over Pd catalysts for multiple topological configurations of 蟺-conjugated molecules. We employ a series of recipes from a precursor toolbox to produce 蟺-conjugated macrocycles, conjugated dendrimers, linear conjugated polymers, and multiple conjugated microporous polymers and nanoparticles. The 蟺-conjugated macrocycles, dendrimers, and linear polymers show characteristic aggregation-induced emission properties. The conjugated microporous polymers possess unique porosity of 2鈥? nm. The microporous polymer nanoparticles can be redispersed in solution. This universal strategy toward definite topological configurations of 蟺-conjugated molecules enables efficient coupling of aryl bromides with various coupling partners under mild conditions affording multiple topological conjugated systems with abundant optical and optoelectronic interest.