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Synthesis and Spectroscopic Properties of 1,2,3-Triazole BOPAHY Dyes and Their Water-Soluble Triazolium Salts
The Journal of Organic Chemistry ( IF 3.6 ) Pub Date : 2021-09-13 , DOI: 10.1021/acs.joc.1c01459
Tomas Horsten 1 , Flip de Jong 2 , Dries Theunissen 1 , Mark Van der Auweraer 2 , Wim Dehaen 1
Affiliation  

Water-soluble BOPAHY fluorophores have not yet been reported. The potential of 1,2,3-triazolium salts for the formation of water-soluble chromophores is explored. 1,2,3-Triazole-substituted pyrroles were synthesized in a metal-free pathway and alkylated to obtain water-soluble 1,2,3-triazolium BOPAHY dyes. High fluorescence quantum yields were observed for triazole-bridged BOPAHY dyes in DCM and moderate fluorescence quantum yields for 1,2,3-triazolium-bridged BOPAHY chromophores in DCM and water. The fluorescence of the freely rotatable 1,2,3-triazolium-linked BOPAHYs is partially quenched in water.

中文翻译:

1,2,3-三唑BOPAHY染料及其水溶性三唑鎓盐的合成及光谱性质

水溶性 BOPAHY 荧光团尚未见报道。探索了 1,2,3-三唑鎓盐形成水溶性发色团的潜力。1,2,3-三唑取代的吡咯以无金属途径合成并烷基化以获得水溶性1,2,3-三唑鎓BOPAHY染料。在 DCM 中观察到三唑桥接 BOPAHY 染料的高荧光量子产率和 DCM 和水中 1,2,3-三唑鎓桥联 BOPAHY 发色团的中等荧光量子产率。可自由旋转的 1,2,3-三唑鎓连接的 BOPAHY 的荧光在水中部分淬灭。
更新日期:2021-10-01
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