Turn-on mode fluorescent diarylethenes: Control of the cycloreversion quantum yield

DOI Web Site Web Site 研究データあり 被引用文献12件 参考文献38件

書誌事項

公開日
2017-08
資源種別
journal article
権利情報
  • https://www.elsevier.com/tdm/userlicense/1.0/
DOI
  • 10.1016/j.tet.2017.03.040
公開者
Elsevier BV

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説明

Turn-on mode fluorescence switching molecules are applicable to super-resolution fluorescence microscopy, such as PALM (photoactivation localization microscopy), STORM (stochastic optical reconstruction microscopy) or RESOLFT (reversible saturable (switchable) optical linear fluorescence transitions) microscopy. Here we report on a molecular design strategy to control the cycloreversion quantum yield of the turn-on mode fluorescent diarylethenes, 1,2-bis(2-ethyl-6-aryl-1-benzothiophene-1,1-dioxide-3-yl)perfluorocyclopentenes. Diarylethene derivatives having ortho-substituted phenyl rings at 6- and 6′-positions of 1,2-bis(2-ethyl-1-benzothiophene-1,1-dioxide-3-yl)perfluorocyclopentene were synthesized and their photophysical and photochemical properties were evaluated. The ortho-substitution of the phenyl rings with fluorine or methyl groups decreases the extension of π-conjugation length, resulting in a small blue shift of the absorption spectrum and a substantial increase in the cycloreversion quantum yield from 10−4 to 10−2 without significant influence on the fluorescence quantum yield. Water-soluble derivatives having sodium sulfonate groups were also synthesized. These derivatives fulfill requirements necessary for the application to RESOLFT super-resolution fluorescence microscopy.

収録刊行物

  • Tetrahedron

    Tetrahedron 73 (33), 4918-4924, 2017-08

    Elsevier BV

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