期刊
MOLECULES
卷 27, 期 13, 页码 -出版社
MDPI
DOI: 10.3390/molecules27134250
关键词
furazanopyrazine; [1; 2; 5]thiadiazolo[3; 4-b]pyrazine; quinoxaline; donor-acceptor systems; twisted intramolecular charge transfer
资金
- Russian Science Foundation [19-13-00234]
- Czech Science Foundation [22-14988S]
In this study, a series of novel V-shaped derivatives were designed and investigated for their electrochemical, photophysical and nonlinear optical properties. The [1,2,5]oxadiazolo[3,4-b]pyrazine fragment was found to be a strong electron-withdrawing group. All compounds exhibited emissions in the solid state, while only the quinoxaline derivatives emitted in a DCM solution. The quinoxaline derivatives demonstrated solvatochromism and extra-large Stokes shifts, indicating twisted intramolecular charge transfer excited states and aggregation induced emission.
A series of novel V-shaped quinoxaline, [1,2,5]oxadiazolo[3,4-b]pyrazine and [1,2,5]thiadiazolo[3,4-b]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-b]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.
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