Verbitskiy Egor V, le Poul Pascal, Bureš Filip, Achelle Sylvain, Barsella Alberto, Kvashnin Yuriy A, Rusinov Gennady L, Charushin Valery N
I. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, S. Kovalevskaya Str., 22, 620108 Ekaterinburg, Russia.
Department of Organic and Biomolecular Chemistry, Chemical Engineering Institute, Ural Federal University, Mira St. 19, 620002 Ekaterinburg, Russia.
Molecules. 2022 Jun 30;27(13):4250. doi: 10.3390/molecules27134250.
A series of novel V-shaped quinoxaline, [1,2,5]oxadiazolo[3,4-]pyrazine and [1,2,5]thiadiazolo[3,4-]pyrazine push-pull derivatives with 2,4'-biphenylene linker were designed and their electrochemical, photophysical and nonlinear optical properties were investigated. [1,2,5]Oxadiazolo[3,4-]pyrazine is the stronger electron-withdrawing fragment as shown by electrochemical, and photophysical data. All compounds are emissive in a solid-state (from the cyan to red region of the spectrum) and quinoxaline derivatives are emissions in DCM solution. It has been found that quinoxaline derivatives demonstrate important solvatochromism and extra-large Stokes shifts, characteristic of twisted intramolecular charge transfer excited state as well as aggregation induced emission. The experimental conclusions have been justified by theoretical (TD-)DFT calculations.
设计了一系列带有2,4'-亚联苯基连接基的新型V形喹喔啉、[1,2,5]恶二唑并[3,4 -]吡嗪和[1,2,5]噻二唑并[3,4 -]吡嗪推拉型衍生物，并研究了它们的电化学、光物理和非线性光学性质。电化学和光物理数据表明，[1,2,5]恶二唑并[3,4 -]吡嗪是较强的吸电子片段。所有化合物在固态下均有发射（从光谱的青色到红色区域），喹喔啉衍生物在二氯甲烷溶液中有发射。已发现喹喔啉衍生物表现出重要的溶剂化显色性和超大斯托克斯位移，这是扭曲分子内电荷转移激发态以及聚集诱导发射的特征。实验结论已通过理论（TD-）DFT计算得到验证。
