Zhiyong Chai, Tingting Gu, Annaelle Beau, Frédéric Bolze, Claude P. Gros, Xu Liang, Donghai Shi and Haijun Xu
{"title":"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","authors":"Zhiyong Chai, Tingting Gu, Annaelle Beau, Frédéric Bolze, Claude P. Gros, Xu Liang, Donghai Shi and Haijun Xu","doi":"10.1039/D4DT02655A","DOIUrl":null,"url":null,"abstract":"<p >Four BODIPY dyes (<strong>6a–6d</strong>) with electron-donating or electron-withdrawing groups at the <em>meso</em>-position were synthesized by the Sonogashira coupling reaction of 2,5-diethynylthieno[3,2-<em>b</em>]thiophene with mono-iodo-BODIPY moieties. All compounds were fully characterized by <small><sup>1</sup></small>H 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 <em>σ</em><small><sub>2</sub></small>.</p>","PeriodicalId":71,"journal":{"name":"Dalton Transactions","volume":" 2","pages":" 674-682"},"PeriodicalIF":3.3000,"publicationDate":"2024-11-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Thieno[3,2-b]thiophene-based bridged BODIPY dimers: synthesis, electrochemistry, and one- and two-photon photophysical properties†\",\"authors\":\"Zhiyong Chai, Tingting Gu, Annaelle Beau, Frédéric Bolze, Claude P. Gros, Xu Liang, Donghai Shi and Haijun Xu\",\"doi\":\"10.1039/D4DT02655A\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >Four BODIPY dyes (<strong>6a–6d</strong>) with electron-donating or electron-withdrawing groups at the <em>meso</em>-position were synthesized by the Sonogashira coupling reaction of 2,5-diethynylthieno[3,2-<em>b</em>]thiophene with mono-iodo-BODIPY moieties. All compounds were fully characterized by <small><sup>1</sup></small>H 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 <em>σ</em><small><sub>2</sub></small>.</p>\",\"PeriodicalId\":71,\"journal\":{\"name\":\"Dalton Transactions\",\"volume\":\" 2\",\"pages\":\" 674-682\"},\"PeriodicalIF\":3.3000,\"publicationDate\":\"2024-11-12\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Dalton Transactions\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://pubs.rsc.org/en/content/articlelanding/2025/dt/d4dt02655a\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, INORGANIC & NUCLEAR\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Dalton Transactions","FirstCategoryId":"92","ListUrlMain":"https://pubs.rsc.org/en/content/articlelanding/2025/dt/d4dt02655a","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, INORGANIC & NUCLEAR","Score":null,"Total":0}
Thieno[3,2-b]thiophene-based bridged BODIPY dimers: synthesis, electrochemistry, and one- and two-photon photophysical properties†
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.
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.