α-Cyano Triaryl[3]radialene: Unsymmetrical Stereo-configuration, Clustering-enhanced Excimer Emission, and Radical-involved Multimodal Information Switching

作者：Xu, Gaoqiang; Liu, Haohao; Zhou, Zhibiao; Lai, Weiming; Li, Bo; Zhou, Yizhao; Hu, Rong; Yao, Wenhuan; Yang, Kun; Xie, Sheng; Zeng, Zebing^*

来源：Angewandte Chemie - International Edition, 2023.

DOI：10.1002/anie.202305011

• Cyano
• Molecular Materials
• Photoluminescence
• Radialene Chemistry
• Radical Anion

[3]Radialene has a peculiar topology and cross-conjugation system, representing a unique molecular scaffold in organic materials. Herein, we report a special class of stereoisomeric alpha-cyano triaryl[3]radialenes (CTRs) that show concentration-caused quenching in solution but emit red-shifted and enhanced luminescence in the crystalline state. Clustering of multiple cyano groups and their through-space interactions with the [3]radialene ring significantly extend pi-electron communication meanwhile rigidifying the propeller conformation multivalently, thus playing a key role behind the state-dependent luminescence. These radialenes with a substantial electron affinity undergo a reversible electron transfer transition to anionic radicals with good stability, showing switching of photoabsorption, photoluminescence and electron spin resonance (ESR) signal. We also established proof-of-concept applications of CTRs for multimodal information encryption and chemical sensing.

• 单位
  南昌航空大学; 1