872332-81-5Relevant articles and documents
The reaction of nitrones with pyrroles and furan: An easy access to heteroaromatic hydroxylamines and bis(heteroaryl)alkanes
Berini, Christophe,Minassian, Frédéric,Pelloux-Léon, Nadia,Vallée, Yannick
, p. 8653 - 8656 (2005)
N-Benzylnitrones react with heteroaromatic compounds such as pyrroles or furan in the presence of hydrogen chloride. Either heteroaromatic N-benzylhydroxylamines, symmetrical or unsymmetrical 2,2′-bis(heteroaryl) alkanes could be selectively produced depe
Fluorescent properties of 8-substituted BODIPY dyes: Influence of solvent effects
Marfin, Yuriy S.,Merkushev, Dmitry A.,Usoltsev, Sergey D.,Shipalova, Maria V.,Rumyantsev, Evgeniy V.
, p. 1517 - 1526 (2015/10/20)
Three boron-dipyrrine (BODIPY) based dyes with bulky substituents in 8-position of dipyrrin ligand have been synthesized and characterized. Photophysical properties of the obtained compounds have been investigated in different individual solvents and solv
Microwave-assisted reduction of F-BODIPYs and dipyrrins to generate dipyrromethanes
Melanson, Jennifer A.,Smithen, Deborah A.,Cameron, T. Stanley,Thompson, Alison
, p. 688 - 694 (2014/08/18)
The reduction of BODIPYs and dipyrrins to dipyrromethanes, via a reaction involving ethylene glycol and sodium methoxide, is reported. When benzyl alcohol is used in place of ethylene glycol, the addition of 2,4-dinitrophenylhydrazine to the reaction mixture after microwave irradiation results in the production of 1-benzylidene-2-(2,4-dinitrophenyl)hydrazone, indicating concomitant production of aldehyde alongside the dipyrromethane.
Use of F-BODIPYs as a protection strategy for dipyrrins: Optimization of BF2 removal
Smithen, Deborah A.,Baker, Alexander E. G.,Offman, Matthew,Crawford, Sarah M.,Cameron, T. Stanley,Thompson, Alison
experimental part, p. 3439 - 3453 (2012/05/20)
We recently reported the first general method for the deprotection of 4,4-difluoro-4-bora-3a,4a-diaza-s-indacenes (F-BODIPYs) involving a microwave-assisted procedure for the removal of the BF2 moiety, and liberation of the corresponding free-base dipyrrin. Further optimization of the reaction has resulted in a more convenient and accessible protocol. The availability of this new methodology enables BF2-complexation to be used as a dipyrrin protection strategy. Herein lies a detailed examination of the deprotection reaction, with a view to optimization and gaining mechanistic insight, and its application in facilitating a multistep synthesis of pyrrolyldipyrrins.
Design and development of a new pyrromethene dye with improved photostability and lasing efficiency: Theoretical rationalization of photophysical and photochemical properties
Mula, Soumyaditya,Ray, Alok K.,Banerjee, Manas,Chaudhuri, Tandrima,Dasgupta, Kamalesh,Chattopadhyay, Subrata
, p. 2146 - 2154 (2008/09/19)
(Chemical Equation Presented) In an attempt to develop a photostable and efficient pyrromethene compound for use in liquid dye lasers, three congeners of the commercially available pyrromethene 567 (PM567) laser dye were synthesized and their photophysical properties, lasing efficiencies, and photochemical stabilities were studied. In general the presence of an aryl group at C-8 of the pyrromethene chromophore increased the photostability. One of the congeners possessing a C-8 trimethoxyphenyl moiety showed significantly improved lasing parameters than PM567. Compared to PM567, the photochemical stability of the new dye was 2-fold, while it showed an equivalent lasing efficiency to that of PM567 at a significantly lower concentration. The increased photostability of these new dye molecules could be explained by theoretical calculation on their capacity to generate singlet oxygen (1O2) and probability of reaction with 1O2. Our calculations were in agreement with the experimental results and indicated that a systematic design of new derivatives of pyrromethene chromophore might lead to improved laser dye molecules.
Highly Sensitive Fluorescence Probes for Nitric Oxide Based on Boron Dipyrromethene Chromophore - Rational Design of Potentially Useful Bioimaging Fluorescence Probe
Gabe, Yu,Urano, Yasuteru,Kikuchi, Kazuya,Kojima, Hirotatsu,Nagano, Tetsuo
, p. 3357 - 3367 (2007/10/03)
Boron dipyrromethene (BODIPY) is known to have a high quantum yield (φ) of fluorescence in aqueous solution but has not been utilized much for biological applications, compared to fluorescein. We developed 8-(3,4-diaminophenyl)-2,6-bis(2-carboxyethyl)-4,4
