A New Highly Fluorescent and Symmetric Pyrrole-BF2 Chromophore: BOPHY
A New Highly Fluorescent and Symmetric Pyrrole-BF2 Chromophore: BOPHY
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DOI：
10.1021/ja502477a
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发表时间：
2014-04-16
影响因子：
15
通讯作者：
Ziegler, Christopher J.
中科院分区：
文献类型：
--
作者：
Tamgho, Ingrid-Suzy;Hasheminasab, Abed;Ziegler, Christopher J.
新的荧光发色团 BOPHY 可以很容易地用市售试剂通过吡咯-2-甲醛与肼偶联，然后与 BF3 反应，分两步合成。所得的对称二聚四环由六元螯合环中的两个 BF2 单元组成，外围附加有吡咯单元。未修饰化合物和四甲基变体的荧光量子产率接近一致，在 CH2Cl2 中分别为 95% 和 92%。我们通过循环伏安法和密度泛函理论分析探讨了该化合物的电子结构。
The new fluorescent chromophore BOPHY can be readily synthesized in two steps from commercially available reagents via the coupling of pyrrole-2-carboxaldehyde with hydrazine followed by reaction with BF3. The resultant symmetric and dimeric tetracycle is composed of two BF2 units in six-membered chelate rings appended with pyrrole units on the periphery. The quantum yields of fluorescence for the unmodified compound and the tetramethyl variant are near unity, with values of 95 and 92%, respectively, in CH2Cl2. We have probed the electronic structure of this compound via cyclic voltammetry and density functional theory analysis.