A π-Extended Donor-Acceptor-Donor Triphenylene Twin Linked via a Pyrazine Bridge.
A π-Extended Donor-Acceptor-Donor Triphenylene Twin Linked via a Pyrazine Bridge.
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DOI：
10.1021/acs.orglett.5b01444
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发表时间：
2015-06
期刊：
影响因子：
5.2
通讯作者：
Weikang Xiao;Zhiqun He;Sonia Remiro-Buenamañana;R. Turner;Min Xu;X. Yang;X. Jing;A. Cammidge
中科院分区：
文献类型：
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作者：
Weikang Xiao;Zhiqun He;Sonia Remiro-Buenamañana;R. Turner;Min Xu;X. Yang;X. Jing;A. Cammidge
β-氨基三亚苯可以通过使用二苯甲酮亚胺的相应三氟甲磺酸酯的钯催化胺化来获得。胺6到苯甲酰胺18的转化也是直接的，并且其宽的中间相范围表明新的连接支持柱状液晶的形成。胺6也经历干净的有氧氧化，得到通过贫电子吡嗪环连接的新孪晶结构。这种新的离散液晶基序含有供体和受体片段，形状更像椭圆形，而不是盘状。它形成一个广泛的柱状中间相。吸收光谱强而宽;发射也很宽，并且发生斯托克斯位移约。0.7 eV，表示电荷转移特性。
β-Amino triphenylenes can be accessed via palladium catalyzed amination of the corresponding triflate using benzophenone imine. Transformation of amine 6 to benzoyl amide 18 is also straightforward, and its wide mesophase range demonstrates that the new linkage supports columnar liquid crystal formation. Amine 6 also undergoes clean aerobic oxidation to give a new twinned structure linked through an electron-poor pyrazine ring. The new discotic liquid crystal motif contains donor and acceptor fragments and is more oval in shape rather than disk-like. It forms a wide range columnar mesophase. Absorption spectra are strong and broad; emission is also broad and occurs with a Stokes shift of ca. 0.7 eV, indicative of charge-transfer character.