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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.
Author details: | Pablo WessigORCiDGND, Robert Wawrzinek, Kristian Moellnitz, Elvira FeldbuschGND, Uwe SchildeORCiDGND |
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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 |