کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
6469392 | 1423893 | 2017 | 6 صفحه PDF | دانلود رایگان |
![عکس صفحه اول مقاله: Unprecedented α-substituted BOPHY dyes via a key 3,8-dichloroBOPHY intermediate Unprecedented α-substituted BOPHY dyes via a key 3,8-dichloroBOPHY intermediate](/preview/png/6469392.png)
- High yielding synthesis towards 3,8-dichloroBOPHY.
- 3,8-dichloroBOPHY as a key intermediate towards red-shifted fluorophores.
- Nucleophilic substitution and palladium-catalyzed reactions on 3,8-dichloroBOPHY.
We present a high-yielding synthesis for 3,8-dichloroBOPHY. Starting from unsubstituted pyrrole, this α-halogenated fluorophore was obtained in 51% yield. Subsequent functionalization via nucleophilic substitutions with O, N and S-nucleophiles was achieved in yields up to 88%. Stille and Sonogashira coupling reactions led to red-shifted chromophores. The absorption maxima of the synthesized dyes vary from 442 to 545 nm, with emission maxima ranging from 474 to 612 nm and quantum yields of fluorescence in solution from <1% to 100%.
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Journal: Dyes and Pigments - Volume 142, July 2017, Pages 249-254