Nonalternant isomer of pentacene fusing two azulene units  

作　　者：Bo Yu Pengchen Du Jianwen Guo Hanshen Xin Jianhua Zhang 

机构地区：[1]Department of Chemistry,College of Sciences,Shanghai University,Shanghai 200444,China [2]School of Microelectronics,Shanghai University,Shanghai 201800,China

出　　处：《Chinese Chemical Letters》2024年第5期244-248,共5页中国化学快报（英文版）

基　　金：financially supported by the National Natural Science Foundation of China(No.22101170).

摘　　要：Azulene is a promising building block for creating innovative polycyclic aromatic hydrocarbons. This study involved the construction of three nonalternant isomers of pentacene by fusing two azulene units, named Az-PH1/2/3. Az-PH1 was initially developed through the rhodium(Ⅱ)-catalyzed cyclization of bis(N-tosylhydrazone)s. Intriguingly, Az-PH1 was also unexpectedly obtained during a nickel(0)-catalyzed one-step tandem reaction. We investigated the optical and electrochemical properties, aromaticity, and photo-oxidative stability of Az-PH1, comparing it with the well-known pentacene using density functional theory, electrochemical, and photophysical tests. Our results showed that the azulene-fusing strategy resulted in a molecule with narrow optical bandgaps(2.046 eV) and a long half-life time under ambient air conditions.

关 键 词：AZULENE ISOMER Polycyclic aromatic hydrocarbon Nickel(0)-catalyzed Photo-oxidative stability 

分 类 号：O625.15[理学—有机化学]