Synthesis, Structure, Photophysical Properties, and Photostability of Benzodipyrenes
Synthesis, Structure, Photophysical Properties, and Photostability of Benzodipyrenes
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苯并二芘的合成、结构、光物理性质和光稳定性
DOI：
10.1002/chem.201805248
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发表时间：
2019
期刊：
影响因子：
--
通讯作者：
Chalifoux, Wesley A.
中科院分区：
文献类型：
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作者：
Yang, Wenlong;Monteiro, Jorge H.;de Bettencourt-Dias, Ana;Catalano, Vincent J.;Chalifoux, Wesley A.
本工作探索了苯并二戊二烯(BDPs)的合成、结构、光物理性质和光稳定性。通过InCl3-AgNTf2催化的四次炔苯环化反应合成了BDPs。BDP4 a及其相应的过氧化产物的结构经X射线结晶学确证。本文报道的BDPs还可以被识别为具有非官能化中心环的亚甲基苯并五烯类化合物。与以前报道的基于并五苯的多环芳烃不同，BDP的吸光度相对于并五苯蓝移了约40 nm，即使在延长π共轭之后也是如此。新合成的产物具有较好的稳定性，在四氢呋喃中的半衰期高达4612 min。
This work explores the syntheses, structures, photophysical properties, and photostability of benzodipyrenes (BDPs). BDPs were synthesized through an InCl3‐AgNTf2‐catalyzed, four‐fold alkyne benzannulation reaction. The structures of BDP4 aand its corresponding endoperoxide product were unambiguously confirmed by X‐ray crystallography. The BDPs reported here can also be recognized asperi‐ andcata‐benzannulated pentacenes with a non‐functionalized central ring. Unlike the previous reported pentacene‐based polycyclic aromatic hydrocarbons, the absorbances of the BDPs were blueshifted by ca. 40 nm relative to pentacene, even after extension of π‐conjugation. The newly synthesized BDP products exhibit relatively good stability with half‐lives as high as 4612 min in THF.