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A new class of fluorescent dyes based on 1,3-benzodioxole and [1,3]-dioxolo[4.5-f]benzodioxole

  • We report on synthesis and photophysical properties of a new class of fluorescent dyes. They are characterized by large Stokes-shifts, long fluorescence lifetimes in organic solvents and a pronounced dependency of the fluorescence lifetime on the solvent polarity. Also worthy of note is the high bleaching stability. To provide access to biochemical and medical applications a series of derivatives were prepared, which exhibit specific reactivity towards different biologically relevant functional groups (carboxylic acids, amines, maleimides, N-hydroxysuccinimide esters). Furthermore, two alkynes were prepared, which could be used in 'Click' chemistry.

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Author details:Pablo WessigORCiDGND, Robert Wawrzinek, Kristian Moellnitz, Elvira FeldbuschGND, Uwe SchildeORCiDGND
DOI:https://doi.org/10.1016/j.tetlet.2011.09.058
ISSN:0040-4039
Title of parent work (English):Tetrahedron letters
Publisher:Elsevier
Place of publishing:Oxford
Publication type:Article
Language:English
Year of first publication:2011
Publication year:2011
Release date:2017/03/26
Tag:Fluorescence lifetime; Fluorescent dyes; Heterocycles; Large Stokes-shifts
Volume:52
Issue:46
Number of pages:4
First page:6192
Last Page:6195
Funding institution:Deutsche Forschungsgemeinschaft [We1850-7/1-2]
Organizational units:Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie
Peer review:Referiert
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