One-pot catalyst-free synthesis of down- and upconversion fluorescent oligopyrazolines from diazoacetates and maleic anhydride

文献信息

发布日期 2015-04-09
DOI 10.1039/C5PY00336A
影响因子 5.582
作者

Xiangxiang Jia, Yan Li, Jinlong Wu, Cheng Chen, Lijian Liu


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摘要

Conventionally, each fluorophore is only illuminated with the wavelength of incident light shorter (downconversion) or longer (upconversion) than that of emitted light. However, the oligopyrazolines presented in this paper are the down- and upconversion fluorescent molecules with a maximum emission at 445 nm, which are facilely synthesized from diazoacetates and maleic anhydride (MA) without any catalyst by a newly developed one-pot process. The intermediates of oligopyrazolines are formed through 1,3-dipolar cycloaddition and a cascade ring-opening insertion, which transform into oligomers in situ with molecular weight around 2 × 103 g mol−1. The structures of the subunits and resulting oligopyrazolines are clarified clearly by MALDI-TOF-MS and the quantum yield with excitation at 350 nm is in the range of 12–19%. A cell experiment with HeLa cells demonstrates its promising potential for bioimaging applications.

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Polymer Chemistry

Polymer Chemistry
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