414866-50-5

Upstream product

• 109-97-7 pyrrole 
• 123-08-0 4-hydroxy-benzaldehyde 

Downstream Products

• 853073-91-3 5-(4-hydroxyphenyl)dipyrromethene 
• 1374226-11-5 C₃₃H₂₇BF₂N₄O₂ 
• 313652-89-0 meso-(4-dodecyloxytphen-1-yl)-2,2’-dipyrromethane 
• 853073-92-4 1,1'-dichloro-5-(4-hydroxyphenyl)dipyrromethane 

Relevant academic research and scientific papers

Synthesis of meso-substituted dipyrromethanes using iodine-catalysis

This Letter presents a non-conventional synthesis of meso-substituted dipyrromethanes, using molecular iodine as the catalyst. Various aromatic dipyrromethanes were obtained in good yields after a preliminary study using nitrobenzaldehyde. The reactants a

Targetable and fixable rotor for quantifying mitochondrial viscosity of living cells by fluorescence lifetime imaging

It is meaningful to accurately quantify the changes in local viscosity within the mitochondria of living cells, because viscosity influences mitochondrial network organization and metabolite diffusion. Although many molecular probes targeting mitochondria have been reported, almost all of them are not fixed to the mitochondria. Thus, they may not be suitable for sensing in abnormal mitochondria with lowered potential. In order to monitor viscosity in all mitochondria, no matter their working or health status, we develop the first fixable BODIPY (boron-dipyrromethene) rotor, named Vis-A. Vis-A contains an aldehyde group as an anchor to react with amino groups of proteins, which make it immobilizable in mitochondria. Vis-B, the reference compound without such anchor unit, is also synthesized. Both Vis-A and Vis-Bshow excellent mitochondrial targetability, as good as the commercially available mitochondrial dye (Mito Tracker Deep Red). However, when cells are chemically treated to decrease the mitochondrial potential, only Vis-A continues emitting strong fluorescence in mitochondria, but the signals of Vis-B and Mito Tracker Deep Red completely disappear. This comparison confirms that Vis-A not only specifically localizes in mitochondria, but also can be stably retained there. Then, Vis-A is applied to detect the mitochondrial viscosity of living cells by Fluorescence Lifetime Imaging (FLIM). Especially, with the aid of Vis-A, the changes in viscosity under typical pathological conditions (i.e., treatment with rotenone and carbonylcyanide-m-chlorophenylhydrazone (CCCP)) for mitochondria are monitored by FLIM.

Phosphorogenic dipyrrinato-iridium(III) complexes as photosensitizers for photodynamic therapy

We have designed and synthesized a family of Ir(III) metal complexes coordinated with two cyclometalated bis-fluorophenylpyridine ligands and an ancillary dipyrromethene which is functionalized with a mesityl group (Ir(dipy)-1), an α-chloroacetyl ester (I

Fluorescent probe for detecting fluorine ions and preparation method and application thereof

The invention relates to a fluorescent probe for detecting fluorine ions and a preparation method and application of the fluorescent probe, the chemical name of the fluorescent probe is 8-(4-((4-((tert-butyldiphenylsilyl)oxy)phenyl)methoxy)phenyl)-dipyrro

Physicochemical and computational insight of 19F NMR and emission properties of: Meso -(o -aryl)-BODIPYs

A series of electronic and physicochemical parameters were explored to determine their effect on experimental spectroscopic and photophysical data. Through a systematic obtention of a series of meso-(o-aryl)-BODIPYs, 19F NMR spectra were analyzed and thei

QUINONE-METHIDE PRECURSORS WITH BODIPY CHROMOPHORE, METHOD OF PREPARATION, BIOLOGICAL ACTIVITY AND APPLICATION IN FLUORESCENT LABELLING

The invention relates to BODIPY derivatives of Formula (I) that bear one or more functional groups which in the photochemical reaction upon irradiation with visible light undergo deamination and deliver quinone methides. Furthermore, the invention relates

Synthesis, structure, photophysical, electrochemical properties and antibacterial activity of brominated BODIPYs

A series of mono- and di-brominated BODIPYs (1-5) was synthesized and characterized with a view to study the performance of dyes towards antibacterial activity. Regioselective bromination at the 2- and 2,6-positions of the BODIPY core was achieved with quantitative yield. The bromination of meso-(4-hydroxyphenyl) BODIPY (5) yielded an unexpected dibromo derivative, where the bromine groups were installed at the 3,5-positions of the phenyl ring rather than the 2,6-positions of the BODIPY core, which is confirmed and supported by UV-visible, fluorescence, and 1H NMR spectroscopic analyses, electrochemical studies, and also by single crystal X-ray crystallography. We observed a red shift of ～16 nm in the absorption and 20-29 nm in the emission spectra in CH2Cl2 for the installation of each bromine group at the BODIPY core. The small difference between the first reduction potentials of the parent and dibromo derivative (5 and 5b) reveal that dibromination does not occur on the pyrrolic moiety. The intermolecular interactions involving C?H, F?H, H?H, and Br?H are the key factors in stabilizing the molecular crystal packing. The antibacterial properties of these dyes were investigated and the brominated derivatives showed better antibacterial effects than their corresponding parent BODIPYs, particularly the unusual dibromo derivative, 5b.

Structural diversity in heteroleptic dipyrrinato copper(II) complexes

Synthesis and characterization of the heteroleptic dipyrrinato complexes [Cu2(2-pcdpm)2(acac)2] (1), [Cu 2(2-pcdpm)2(hfacac)2] (2), [Cu 3(4-OHdpm)2(acac)4]

A novel Bodipy-Dipyrrin fluorescent probe: Synthesis and recognition behaviour towards Fe (II) and Zn (II)

We present the design, synthesis, characterization and spectral studies for a new Zn (II) and Fe (II) selective fluorescent probe, 4,4-Difluoro-8-{3-[(4- phenoxy-dipyrromethene)propoxy]}-4-bora-3a,4a-diazaindacene (DPYBODPY). DPBODPY consists of a terminal fluorophore and a selective ligand and was designed to detect significant changes in absorbance and/or fluorescence on metal ion binding. The fluorophore is based on the Bodipy unit due to its excellent photophysical properties, while the dipyrrin unit has specific recognition abilities for Fe2+ and Zn2+ ions. The combination of these two structures is optimised to achieve significant spectral changes in the presence of Fe2+ and Zn2+ ions.

Unique versatility of Amberlyst 15. An acid and solvent-free paradigm towards synthesis of bis(heterocyclyl)methane derivatives

Bis(heterocyclyl)methanes, key intermediates for a variety of chemical, biochemical and material science relevant targets, have been obtained in a synthetically useful manner using Amberlyst 15 ion-exchange resin. This method promises versatility, cost-ef