Carbazole-Based Boron Dipyrromethenes (BODIPYs): Facile Synthesis, Structures, and Fine-Tunable Optical Properties

Carbazole-Based Boron Dipyrromethenes (BODIPYs): Facile Synthesis, Structures, and Fine-Tunable Optical Properties
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DOI:
10.1021/acs.orglett.5b01363
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发表时间:
2015-06-19
期刊:
影响因子:
5.2
通讯作者:
Ema, Tadashi
Ema, Tadashi
中科院分区:
化学1区
文献类型:
--
作者:
Maeda, Chihiro;Todaka, Takumi;Ema, Tadashi

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采用有机金属法合成了咔唑基BODIPY,包括Ir催化的硼化反应、Suzuki-Miyaura偶联反应和硼络合反应。在咔唑基团中引入了不同的取代基,并通过吸收光谱、循环伏安和密度泛函理论计算证实了大取代基效应。二苯并咔唑也被转化为相应的BODIPY。
Carbazole-based BODIPYs were synthesized in three steps using an organometallic approach consisting of sequential Ir-catalyzed borylation, Suzuki-Miyaura coupling, and boron complexation. Various substituents were introduced into the carbazole moiety, and large substituent effects were confirmed by means of absorption spectroscopy, cyclic voltammetry, and DFT calculations. Dibenzocarbazoles were also converted into the corresponding BODIPYs.