6-Hydroxyindole-based borondipyrromethene: synthesis and spectroscopic studies.

6-Hydroxyindole-based borondipyrromethene: synthesis and spectroscopic studies.
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DOI:
10.1039/c1ob06200j
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发表时间:
2012-01
影响因子:
3.2
通讯作者:
Chunchang Zhao;Peng Feng;Jian Cao;Yulin Zhang;Xuzhe Wang;Yang Yang-Yang;Yanfen Zhang;Jinxin Zhang-Jinxin-Zhan
Chunchang Zhao;Peng Feng;Jian Cao;Yulin Zhang;Xuzhe Wang;Yang Yang-Yang;Yanfen Zhang;Jinxin Zhang-Jinxin-Zhan
中科院分区:
化学3区
文献类型:
--
作者:
Chunchang Zhao;Peng Feng;Jian Cao;Yulin Zhang;Xuzhe Wang;Yang Yang-Yang;Yanfen Zhang;Jinxin Zhang-Jinxin-Zhan

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A 6-hydroxyindole-based BODIPY, named BODIPY-OH, with distinct spectroscopic characteristics is reported. Through a systematic study of the spectroscopic characteristics of BODIPY-OH and BODIPY-O(-) in various solvents containing an organic base, we found that the light-color of the fluorophore can be tuned over a wide range by changing the polarity of solvent/base combinations. The absorption color of the solution can be tuned over a range of 100 nm and the emission color within a wide range from 571 to 681 nm by simply converting the phenol form of BODIPY-OH to the phenolate form. Fluorescence of BODIPY-O(-) with high quantum yield shows relatively large Stokes shift in solvent/base combinations, which are ascribed to the excited state deprotonation from (BODIPY-OH)* to (BODIPY-O(-))*, followed by emission from the ion form.