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Synthesis, Crystal Analysis, and Optoelectronic Properties of Diazole‐Functionalized Acenes and Azaacenes
Chemistry - A European Journal ( IF 3.9 ) Pub Date : 2018-03-01 , DOI: 10.1002/chem.201705657
Huahang Pan 1 , Tingting Song 1 , Xiaomeng Yin 1 , Pengcheng Jin 1 , Jinchong Xiao 1
Affiliation  

Doping heteroatoms into the skeletons of parent acenes can provide more opportunities to construct novel thermally and photostable organic π‐conjugated semiconductors. Herein, a family of diazole‐decorated acenes (APyS and APySe) and azaacenes (PyP, PyTh, PyPy, PyPh, and PyAP) have been successfully synthesized through the classical reactions. Single‐crystal X‐ray analyses showed that these as‐formed diazole‐modified derivatives adopted a twisted topology configuration, whereas the azaacenes display reclining‐chair architectures, besides a twisted structure. All these compounds displayed yellow or red light in solution. Moreover, their electrochemical behaviors were also examined. We also found that the azaacenes exhibited a positive spectroscopic response to acid.

中文翻译:

二唑官能化并苯和氮杂并苯的合成,晶体分析和光电性能

将杂原子掺杂到母体苯并乙炔的骨架中可以提供更多的机会来构建新颖的热稳定和光稳定的有机π共轭半导体。在这里,是一个由二唑修饰的并苯(APySAPySe)和氮杂并苯(PyPPyThPyPyPyPhPyAP)组成的家族)已通过经典反应成功合成。X射线单晶分析表明,这些形成的二唑改性衍生物采用了扭曲的拓扑结构,而氮杂并烷除了扭曲的结构外还显示了躺椅结构。所有这些化合物在溶液中均显示黄色或红色。此外,还检查了它们的电化学行为。我们还发现,氮杂并烷对酸显示出正的光谱响应。
更新日期:2018-03-01
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