Tandem Regioselective Substitution and Palladium-Catalyzed Ring Fusion Reaction for Core-Expanded Boron Dipyrromethenes with Red-Shifted Absorption and Intense Fluorescence
Tandem Regioselective Substitution and Palladium-Catalyzed Ring Fusion Reaction for Core-Expanded Boron Dipyrromethenes with Red-Shifted Absorption and Intense Fluorescence
复制标题
具有红移吸收和强荧光的核膨胀硼二吡咯甲烯的串联区域选择性取代和钯催化环稠合反应
DOI：
10.1002/asia.201500516
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发表时间：
2015
影响因子：
4.1
通讯作者：
Jiao Lijuan
中科院分区：
文献类型：
--
作者：
Zhou Xin;Wu Qinghua;Feng Yuanmei;Yu Yang;Yu Changjiang;Hao Erhong;Wei Yun;Mu Xiaolong;Jiao Lijuan
A selective method for the core‐extension of boron dipyrromethene (BODIPY) with two annulated indole rings with exclusive syn‐connectivity is reported. The method is based on a regioselective nucleophilic substitution reaction of 2,3,5,6‐tetrabromoBODIPY with aryl amines, followed by palladium‐catalyzed intramolecular C−C coupling ring fusion. The unsymmetrical core‐expanded BODIPY with annulated indole and benzofuran rings was also synthesized by stepwise and regioselective nucleophilic substitution and palladium‐catalyzed intramolecular C−C coupling reaction. The diindole‐annulated BODIPY was unambiguously characterized by single‐crystal X‐ray analysis. The optical properties of the present core‐expanded BODIPYs were studied, revealing clearly red‐shifted absorption and emission bands and enhanced absorption coefficients upon annulation.
