High Yield SNAr on 8-Halogenophenyl-BODIPY with Cyclic and Acyclic Polyamines
Selective nucleophilic aromatic substitutions with several polyamines were performed in very good yields on halogeno-phenyl BODIPY derivatives containing an activating nitro group.
Boron functionalization of BODIPY by various alcohols and phenols.
The synthesis of new B–O BODIPY derivatives functionalized with different alkoxy or diarylalkoxy derivatives is described. These compounds were synthesized from the reaction of different B–F BODIPY precursors with various alcohols and phenols, in the presence of AlCl3. Water-soluble dyes could be synthesized as well with this method, specifically by the introduction of polyethyleneglycol (PEG) groups. A photophysical study of the different compounds was performed, and showed that the B–O BODIPY derivatives exhibit rich fluorescence properties. Finally, the conjugation of the BODIPY core has been extended using two distyryl groups, hence providing NIR emitting BODIPY derivatives, in which on…
ChemInform Abstract: Boron Functionalization of BODIPY by Various Alcohols and Phenols
The synthesis of new B–O BODIPY derivatives functionalized with different alkoxy or diarylalkoxy derivatives is described. These compounds were synthesized from the reaction of different B–F BODIPY precursors with various alcohols and phenols, in the presence of AlCl3. Water-soluble dyes could be synthesized as well with this method, specifically by the introduction of polyethyleneglycol (PEG) groups. A photophysical study of the different compounds was performed, and showed that the B–O BODIPY derivatives exhibit rich fluorescence properties. Finally, the conjugation of the BODIPY core has been extended using two distyryl groups, hence providing NIR emitting BODIPY derivatives, in which on…
BODIPY Dyes Functionalized with Pendant Cyclic and Acyclic Polyamines
The synthesis and characterization of a series of BODIPY derivatives substituted with acyclic and cyclic polyamines, in particular, cyclen and homocyclen, are reported. The 19F NMR, UV/Vis, and fluorescence spectroscopic data of these compounds are discussed. One compound was found to be very selective for CuII ions, which makes it a very promising system for CuII detection.
A novel water-soluble BODIPY dye as red fluorescent probe for imaging hypoxic status of human cancer cells
The development of effective methods for real-time monitoring of nitroreductase (NTR) activity is of great significance for medical diagnosis and cancer research. Here, we present a novel water-soluble BODIPY-based chemodosimeter (NBB) for imaging the hypoxic status of human non-small-cell lung cancer A549 cells. We assume that ‘on–off’ response of NBB is activated by the NTRmediated reductive release of meso-phenol BODIPY dye resulting in unusual fluorescence.