On the synthesis, optical and computational studies of novel BODIPY-based phosphoramidate fluorescent dyes

New BODIPY fluorophores substituted with phosphoramidate groups have been synthesized and their photophysical properties were evaluated in details. [Display omitted] •Novel fluorescent probe based on the integration of aminoalkylphosphoramidate and BODIPY was designed.•Compounds were synthesized, we...

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Bibliographic Details
Published in:Journal of fluorine chemistry 2019-04, Vol.220, p.9-15
Main Authors: Machado, Luana A., de Souza, Marcos C., da Silva, Caroline M., Yoneda, Julliane, de Rezende, Lucas C.D., Emery, Flavio S., de Simone, Carlos A., da Silva Júnior, Eufrânio N., Pedrosa, Leandro F.
Format: Article
Language:English
Subjects:
Biological materials
BODIPY
Chemical compounds
Computational studies
Computer applications
Fluorescence
Fluorescent dyes
Fluorescent indicators
Fluorophores
Optical materials
Optics
Phosphoramidates
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Summary:New BODIPY fluorophores substituted with phosphoramidate groups have been synthesized and their photophysical properties were evaluated in details. [Display omitted] •Novel fluorescent probe based on the integration of aminoalkylphosphoramidate and BODIPY was designed.•Compounds were synthesized, well-characterized and their photophysical properties were investigated.•The BODIPY-based phosphoramidate derivatives containing fluorine are photostable with high absorption and emission in organic solvents. New boro-dipyrromethene (BODIPY) fluorophores substituted with phosphoramidate groups have been synthesized using environmentally friendly methodologies, and their photophysical properties were evaluated experimentally and characterized in detail with respect to DFT and TD-DFT using B3LYP/6-31+G(d) level of theory. These fluorophores may be used as promising candidates for biological probes and optical materials.
ISSN:0022-1139
1873-3328
DOI:10.1016/j.jfluchem.2019.01.008