新型吡啶鎓环烯醇甜菜碱染料的近红外荧光π-通过缩合环噻吩间隔物扩展

IF 3 4区化学 Q3 CHEMISTRY, PHYSICAL

ChemPhotoChem Pub Date : 2024-05-23 DOI:10.1002/cptc.202400086

Dr. Naoya Suzuki, Mao Saikusa, Dr. Takeshi Maeda, Prof. Dr. Shigeyuki Yagi, Dr. Seiji Akiyama

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引用次数: 0

摘要

在此，我们报告了基于吡啶鎓环烯基甜菜碱（PCB）骨架的新型近红外（NIR）荧光染料的合成。通过一系列π-间隔物，我们形成了具有电子供体 N,N-二苯基氨基和电子受体 PCB 骨架的电子供体-π-电子受体（D-π-A）型染料，从而实现了近红外荧光。特别是一种带有噻吩基异噻吩间隔物的染料，显示出明显强度的近红外荧光（λPL = 822 nm，DMSO 中 ΦPL = 0.19）。详细的实验和理论分析表明，在 S1 状态下，结构弛豫成平面的类醌形是产生强烈近红外荧光的关键。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Near-Infrared Fluorescence of Novel Pyridinium−Cyclic Enolate Betaine Dyes π-Expanded by Condensed Cyclic Thiophene Spacers

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Near-Infrared Fluorescence of Novel Pyridinium−Cyclic Enolate Betaine Dyes π-Expanded by Condensed Cyclic Thiophene Spacers

Herein, we report the synthesis of new near-infrared (NIR) fluorescent dyes based on the pyridinium−cyclic enolate betaine (PCB) skeleton. The formation of the electron-donor−π−electron-acceptor (D−π−A) type dye with the electron-donating N,N-diphenyl amino group and the electron-accepting PCB skeleton through a series of π−spacers allowed us to achieve NIR fluorescence. Particularly, a dye with a thienylisothianaphthene spacer showed NIR fluorescence with a significant intensity (λ_PL=822 nm, Φ_PL=0.19 in DMSO). Detailed experimental and theoretical analyses suggested that the structural relaxation to a planar quinoidal form in the S₁ state would be critical for intense NIR fluorescence.

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来源期刊

ChemPhotoChem Chemistry-Physical and Theoretical Chemistry

CiteScore

5.80

自引率

5.40%

发文量

165

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