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Electron-Deficient Contorted Polycyclic Aromatic Hydrocarbon via One-Pot Annulative π-Extension of Perylene Diimide
Organic Letters ( IF 4.9 ) Pub Date : 2022-03-18 , DOI: 10.1021/acs.orglett.2c00690
Jingyun Tan 1, 2 , Guanghui Zhang 1 , Congwu Ge 3 , Jun Liu 1 , Long Zhou 1 , Chao Liu 1 , Xike Gao 3 , Akimitsu Narita 2 , Yingping Zou 1 , Yunbin Hu 1
Affiliation  

The synthesis of a class of contorted electron-deficient polycyclic aromatic hydrocarbons (PAHs) has been achieved by a one-pot bay annulation of perylene diimide involving a mild Suzuki coupling and subsequent air-mediated, ambient-light-induced photocyclization. X-ray crystallography unambiguously confirmed the contorted PAH structure bearing four imide groups. The photophysical and electronic properties of these contorted PAHs were also analyzed, showing a high fluorescence quantum yield of 86% and moderate electron mobility of 0.017 cm2 V–1 s–1.

中文翻译:

通过苝二亚胺的一锅环 π- 延伸的缺电子扭曲多环芳烃

一类扭曲的缺电子多环芳烃 (PAHs) 的合成是通过苝二亚胺的单锅湾环化实现的,涉及温和的 Suzuki 偶联和随后的空气介导、环境光诱导的光环化。X 射线晶体学明确证实了带有四个酰亚胺基团的扭曲 PAH 结构。还分析了这些扭曲的 PAH 的光物理和电子特性,显示出 86% 的高荧光量子产率和 0.017 cm 2 V –1 s –1的中等电子迁移率。
更新日期:2022-03-18
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