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A Modular Class of Fluorescent Difluoroboranes: Synthesis, Structure, Optical Properties, Theoretical Calculations and Applications for Biological Imaging
Author(s) -
Bachollet Sylvestre P. J. T.,
Volz Daniel,
Fiser Béla,
Münch Stephan,
Rönicke Franziska,
Carrillo Jokin,
Adams Harry,
Schepers Ute,
GómezBengoa Enrique,
Bräse Stefan,
Harrity Joseph P. A.
Publication year - 2016
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201601915
Subject(s) - fluorescence , linker , modular design , class (philosophy) , materials science , combinatorial chemistry , nanotechnology , chemistry , computer science , optics , physics , operating system , artificial intelligence
Ten borylated bipyridines (BOBIPYs) have been synthesized and selected structural modifications have been made that allow useful structure–optical property relationships to be gathered. These systems have been further investigated using DFT calculations and spectroscopic measurements, showing blue to green fluorescence with quantum yields up to 41 %. They allow full mapping of the structure to determine where selected functionalities can be implemented, to tune the optical properties or to incorporate linking groups. The best derivative was thus functionalised with an alkyne linker, which would enable further applications through click chemistry and in this optic, the stability of the fluorophores has been evaluated.