Push-pull type quinoidal perylene showing solvent polarity dependent diradical character and negative solvatochromism

被引:13
作者
Zeng, Wangdong [1 ]
Wu, Jishan [1 ,2 ]
机构
[1] Natl Univ Singapore, Dept Chem, 3 Sci Dr 3, Singapore 117543, Singapore
[2] Tianjin Univ, Joint Sch Natl Univ Singapore & Tianjin Univ, Int Campus, Fuzhou 350207, Fujian, Peoples R China
关键词
SYSTEM; CHROMOPHORES; HYPERPOLARIZABILITIES; OLIGOTHIOPHENES; ABSORPTION; CHAIN; STATE;
D O I
10.1039/c9qm00566h
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Synthesis and physical properties of a new push-pull type quinoidal perylene (DA-Per) are reported. Three resonance forms, a closed-shell quinoid, an open-shell diradicaloid and a closed-shell zwitterion, all contribute to the ground-state electronic structure. The molecule shows solvent polarity dependent diradical character and negative solvatochromism, which can be explained by the subtle balance among the three resonance forms in different solvent environments.
引用
收藏
页码:2668 / 2672
页数:5
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