通过苝二亚胺的一锅环化π-扩展合成缺电子扭曲多环芳烃
Electron-Deficient Contorted Polycyclic Aromatic Hydrocarbon via One-Pot Annulative π-Extension of Perylene Diimide.
作者信息
Tan Jingyun, Zhang Guanghui, Ge Congwu, Liu Jun, Zhou Long, Liu Chao, Gao Xike, Narita Akimitsu, Zou Yingping, Hu Yunbin
机构信息
College of Chemistry and Chemical Engineering, Central South University, Changsha, Hunan 410083, China.
Organic and Carbon Nanomaterials Unit, Okinawa Institute of Science and Technology Graduate University, 1919-1 Tancha, Onna-son, Kunigami-gun, Okinawa 904-0495, Japan.
出版信息
Org Lett. 2022 Apr 1;24(12):2414-2419. doi: 10.1021/acs.orglett.2c00690. Epub 2022 Mar 18.
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 cm V s.
通过苝二酰亚胺的一锅法湾区环化反应，实现了一类扭曲的缺电子多环芳烃（PAHs）的合成，该反应涉及温和的铃木偶联反应以及随后的空气介导、环境光诱导的光环化反应。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。还对这些扭曲PAHs的光物理和电子性质进行了分析，结果显示其荧光量子产率高达86%，电子迁移率适中，为0.017 cm² V⁻¹ s⁻¹。
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