Liu Shengpei, Díaz-Fernández Marcos, Zhang Menglin, Huang Fei, Chen Yong, Yang Yudong, Marín-Beloqui José Manuel, Lan Jingbo, You Jingsong, Casado Juan, Zhang Cheng
Key Laboratory of Green Chemistry and Technology of Ministry of Education, College of Chemistry, Sichuan University, 29 Wangjiang Road, Chengdu, 610064, P.R. China.
Department of Physical Chemistry, University of Malaga, Campus de Teatinos s/n, Málaga, 29071, Spain.
Angew Chem Int Ed Engl. 2025 Jul;64(29):e202505897. doi: 10.1002/anie.202505897. Epub 2025 May 22.
The isoelectronic isomer of perylene, hereafter called as azuperylene, has been prepared. Electronic structure analysis reveals that the new isomer can be described as a union of two antiparallel azulenes in which the azulene-type aromatic character of the starting azulene is partially retained. Four 2,8-dialkoxy (i.e., ethoxy, n-butoxy, n-hexyloxy, and n-octyloxy) functionalized derivatives of the new isomer core have been prepared. The solid-state structures of the new compounds have been resolved showing exceptional herringbone π-π stacking ideal for charge transport. Organic field-effect transistors on sublimated substrates display an excellent hole transport mobility up to 1.03 cm V s that largely surpasses that of perylene and reveals the great potential for charge transport of this new class of nonbenzenoid compounds.
苝的等电子异构体（以下称为氮杂苝）已被制备出来。电子结构分析表明，这种新异构体可描述为两个反平行薁的结合体，起始薁的薁型芳香性部分得以保留。已制备出该新异构体核心的四种2,8 - 二烷氧基（即乙氧基、正丁氧基、正己氧基和正辛氧基）官能化衍生物。新化合物的固态结构已得到解析，显示出对电荷传输极为理想的人字形π - π堆积。在升华衬底上的有机场效应晶体管表现出高达1.03 cm² V⁻¹ s⁻¹ 的优异空穴传输迁移率，大大超过了苝，揭示了这类新型非苯类化合物在电荷传输方面的巨大潜力。
