Thieno[3,2-b]thiophene-based bridged BODIPY dimers: synthesis, electrochemistry, and one- and two-photon photophysical properties†

IF 3.3 3区 化学 Q2 CHEMISTRY, INORGANIC & NUCLEAR Dalton Transactions Pub Date : 2024-11-12 DOI:10.1039/D4DT02655A
Zhiyong Chai, Tingting Gu, Annaelle Beau, Frédéric Bolze, Claude P. Gros, Xu Liang, Donghai Shi and Haijun Xu
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Abstract

Four BODIPY dyes (6a–6d) with electron-donating or electron-withdrawing groups at the meso-position were synthesized by the Sonogashira coupling reaction of 2,5-diethynylthieno[3,2-b]thiophene with mono-iodo-BODIPY moieties. All compounds were fully characterized by 1H NMR and MALDI-TOF MS. Their photophysical and electrochemical properties were studied by UV-visible absorption spectroscopy, steady-state and time-resolved fluorescence spectroscopy, two-photon excitation spectroscopy and cyclic voltammetry. These conjugated dyes exhibit interesting photophysical properties such as a high molar extinction coefficient, large Stokes shift and high two-photon absorption cross section σ2.

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基于噻吩并[3,2-b]噻吩的桥接 BODIPY 二聚体:合成、电子化学、单光子和双光子光物理特性
通过噻吩并[3,2-b]噻吩与单碘-BODIPY 分子的 Sonogashira 偶联反应,合成了四种在中位具有电子捐赠或电子撤回基团的 BODIPY 染料(6a ~ 6d)。所有化合物都通过 1H NMR 和 MALDI-TOF MS 进行了全面表征。通过紫外可见吸收光谱、稳态和时间分辨荧光光谱、双光子激发光谱和循环伏安法研究了它们的光物理和电化学特性。这些共轭染料表现出了有趣的光物理特性,如高摩尔消光系数、大斯托克斯位移和高双光子吸收截面σ2。
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来源期刊
Dalton Transactions
Dalton Transactions 化学-无机化学与核化学
CiteScore
6.60
自引率
7.50%
发文量
1832
审稿时长
1.5 months
期刊介绍: Dalton Transactions is a journal for all areas of inorganic chemistry, which encompasses the organometallic, bioinorganic and materials chemistry of the elements, with applications including synthesis, catalysis, energy conversion/storage, electrical devices and medicine. Dalton Transactions welcomes high-quality, original submissions in all of these areas and more, where the advancement of knowledge in inorganic chemistry is significant.
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