1189166-57-1

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• 109-63-7 boron trifluoride diethyl etherate 
• 625-82-1 2,4-dimethyl-1H-pyrrole 
• 83-38-5 2,6-dichlorobenzaldehyde 

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• 1189166-63-9 C₂₀H₁₇BCl₂F₂N₂O 
• 1434003-50-5 4,4-difluoro-2,6-diiodo-1,3,5,7-tetramethyl-8-(2′,6′-dichlorophenyl)-4-bora-3a,4a-diaza-s-indacene 

Relevant academic research and scientific papers

Syntheses of 2-aryl benzothiazoles via photocatalyzed oxidative condensation of amines with 2-aminothiophenol in the presence of bodipy derivatives

A simple, convenient, and efficient new method for synthesis of 2-aryl benzothiazoles under mild conditions with nonmetal catalyst has been developed. Boron-dipyrromethene (BODIPY) dyes were used as photocatalysts for aerobic oxidative reactions of amine with 2-aminothiophenol. The approach will be very useful for the synthesis of benzothiazole derivatives and the development of photocatalytic reactions.

Near-Infrared BODIPY-Acridine Dyads Acting as Heavy-Atom-Free Dual-Functioning Photosensitizers

Boron dipyrromethene (BODIPY) dyes represent a particular class within the broad array of potential photosensitizers. Their highly fluorescent nature opens the door for theragnostic applications, combining imaging and therapy using a single, easily synthesized chromophore. However, near-infrared absorption is strongly desired for photodynamic therapy to enhance tissue penetration. Furthermore, singlet oxygen should preferentially be generated without the incorporation of heavy atoms, as these often require additional synthetic efforts and/or afford dark cytotoxicity. Solutions for both problems are known, but have never been successfully combined in one simple BODIPY material. Here, we present a series of compact BODIPY-acridine dyads, active in the phototherapeutic window and showing balanced brightness and phototoxic power. Although the donor–acceptor design was envisioned to introduce a charge transfer state to assist in intersystem crossing, quantum-chemical calculations refute this. Further photophysical investigations suggest the presence of exciplex states and their involvement in singlet oxygen formation.

Synthesis and properties of BODIPY polymers and their photocatalytic performance for aerobic oxidation of benzylamine

A solid BODIPY polymer was synthesized by Suzuki coupling reaction, which was an efficient heterogeneous photocatalyst for oxidative condensation of benzylamine with 2-aminothiophenol under mild conditions. Being highly thermally and photochemically stable under irradiation, it could be reused several times.

A novel dual-responsive fluorescent probe for the detection of copper(II) and nickel(II) based on BODIPY derivatives

A novel dual-responsive fluorescence probe 6 was constructed by introducing a dipicolyamine moiety on the BODIPY-based skeleton via Sonogashira coupling reaction and confirmed by 1H NMR, 13C NMR, elemental analysis and high-resolution mass spectroscopy (HRMS). The present probe 6 exhibited high selectivity and sensitivity toward Cu2+ and Ni2+ detection over other competitive metal ions by fluorescence quenching phenomena, respectively. In addition, the detection limits (DLs) for Cu2+ and Ni2+ were calculated to be as low as both 0.1 μM respectively, which were lower than the maximum allowable level of the World Health Organization (WHO) limit for the drinking water. The stoichiometric ratio of the probe 6 toward the Cu2+ or Ni2+ ions was determined to be 1:1 according to the result of the Job's plot and HRMS analysis. These results indicated that probe 6 can be used as a selective ‘‘turn-off’’ fluorescent sensor for the detection of Cu2+ and Ni2+.

Synthesis, photodynamic activity, and quantitative structure-activity relationship modelling of a series of BODIPYs

Here we report the synthesis of eleven new BODIPYs (14–24) characterized by the presence of an aromatic ring on the 8 (meso) position and of iodine atoms on the pyrrolic 2,6 positions. These molecules, together with twelve BODIPYs already reported by us (1???12), represent a large panel of BODIPYs showing different atoms or groups as substituent of the aromatic moiety. Two physico-chemical features (1O2 generation rate and lipophilicity), which can play a fundamental role in the outcome as photosensitizers, have been studied. The in vitro photo-induced cell-killing efficacy of 23 PSs was studied on the SKOV3 cell line treating the cells for 24?h in the dark then irradiating for 2?h with a green LED device (fluence 25.2?J/cm2). The cell-killing efficacy was assessed with the MTT test and compared with that one of meso un-substituted compound (13). In order to understand the possible effect of the substituents, a predictive quantitative structure-activity relationship (QSAR) regression model, based on theoretical holistic molecular descriptors, was developed. The results clearly indicate that the presence of an aromatic ring is fundamental for an excellent photodynamic response, whereas the electronic effects and the position of the substituents on the aromatic ring do not influence the photodynamic efficacy.

Synthesis and photo-physical properties of a series of BODIPY dyes

A series of 39 boron-dipyrrolylmethenes (BODIPYs) have been synthesized and characterized. Their spectroscopic properties, degree of lipophilicity, chemical stability under irradiation, and singlet-oxygen generation rate have also been studied. These compounds differ in the presence of ethyl groups (group A), hydrogens (group B) or iodines (group C) on the 2,6 positions; these appendices confer particular characteristics to each group. The presence of an aromatic substituent or hydrogen on the indacene 8 position produces 13 different molecules of each group. Besides the effects exerted by the group or atom on the 2,6 positions, the substituent on the 8 position exerts a further effect on the physico-chemical parameters, thus the desired properties of BODIPYs, concerning fluorescence, lipophilicity, and singlet oxygen production can be modulated accordingly.

β-formyl-BODIPYs from the Vilsmeier-Haack reaction

(Chemical Equation Presented) A series of β-formyl-BODIPYs 2 were synthesized in high yields from tetramethyl-BODIPYs 1 via the Vilsmeier-Haack reaction and were further functionalized using a Knoevenagel condensation to generate novel BODIPYs 3 and 4. 20