189638-16-2Relevant articles and documents
Halogen substituted A2B type Co(III)triarylcorroles: Synthesis, electronic structure and two step modulation of electrocatalyzed hydrogen evolution reactions
Niu, Yingjie,Li, Minzhi,Zhang, Qianchong,Zhu, Weihua,Mack, John,Fomo, Gertrude,Nyokong, Tebello,Liang, Xu
, p. 416 - 428 (2017)
Seven low symmetry A2B type Co(III)triarylcorroles with electron withdrawing meso-aryl substituents have been synthesized and characterized. A detailed analysis of the optical and redox properties has been carried out by comparing their optical
A2B type copper(III)corroles containing zero-to-five fluorine atoms: Synthesis, electronic structure and facile modulation of electrocatalyzed hydrogen evolution
Li, Minzhi,Niu, Yingjie,Zhu, Weihua,Mack, John,Fomo, Gertrude,Nyokong, Tebello,Liang, Xu
, p. 523 - 531 (2017)
Four low symmetric A2B meso-substituted Cu(III)corroles with electron withdrawing meso-aryl rings have been synthesized and characterized. A detailed analysis of the optical and redox properties has been carried out by comparing their optical s
K2S2O8mediated synthesis of 5-Aryldipyrromethanes and meso-substituted A4-Tetraarylporphyrins
Laha, Joydev K.,Hunjan, Mandeep Kaur
, p. 664 - 673 (2021/06/03)
The synthesis of dipyrromethanes from pyrrole and arylglyoxylic acids in the presence of K2S2O8at 90 C is reported affording dipyrromethanes in very good yields. Unlike an excess pyrrole traditionally used in dipyrromethane synthesis, the current method uses a stoichiometric amount of pyrrole avoiding any use of Br?nsted or Lewis acid. A gram scale synthesis of 5-phenyldipyrromethane is also achieved demonstrating potential scale up of dipyrromethanes using this method feasible. Subsequently, dipyrromethanes were converted to A4tetraarylporphyrins also in the presence of K2S2O8at 90C. A direct synthesis of A4-tetraphenylporphyrin from excess pyrrole and phenylglyoxylic acid in the presence of K2S2O8 at 90C is also reported.
Synthesis of 3,5-dichloro-4,4-difluoro-4-bora-3a,4a-diaza-s-indacenes (BODIPYs) via Cu(OTf)2 mediated oxidative nucleophilic substitution of hydrogen by chloride
Alice, Laura Manzoli,Alsimaree, Abdulrahman A.,Frank, Felicity,Hall, Michael John,Knight, Julian Gary,Mauker, Phillip,Penfold, Thomas James,Probert, Michael Richard,Waddell, Paul Gordon
supporting information, (2020/03/25)
Regioselective halogenation is often a key step in the formation of substituted 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) fluorophores, through the enablement of subsequent downstream C–C or C-X bond forming steps via SNAr or metal ca
An easily accessible and recyclable copper nanoparticle catalyst for the solvent-free synthesis of dipyrromethanes and aromatic amines
Megarajan, Sengan,Ayaz Ahmed, Khan Behlol,Rajmohan, Rajamani,Vairaprakash, Pothiappan,Anbazhagan, Veerappan
, p. 103065 - 103071 (2016/11/13)
A facile method to prepare a reusable copper nanocatalyst is reported. Transmission electron microscopy shows that the CuNPs are spherical in nature and reside in the nanoscopic template of the capping agent, guar gum. Powder X-ray diffraction studies confirm the crystalline nature of the CuNPs. The catalytic efficiency and recyclability of the synthesized CuNPs were demonstrated through the synthesis of dipyrromethanes (DPMs) and aromatic amines. Various DPMs are obtained in very good yields under solvent-free conditions and nitroarenes are converted to the corresponding amino compounds within 10 min, as evidenced by the kinetic study.
Unique versatility of Amberlyst 15. An acid and solvent-free paradigm towards synthesis of bis(heterocyclyl)methane derivatives
Singh, Kamaljit,Sharma, Shivali,Sharma, Amit
scheme or table, p. 34 - 37 (2011/10/17)
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
Fast and eco-friendly synthesis of dipyrromethanes by H2SO4 SiO2 catalysis under solvent-free conditions
Zhang, Yan,Liang, Jun,Shang, Zhicai
experimental part, p. 259 - 262 (2010/10/21)
For the first time, sillica-supported sulfuric acid has been used as a heterogeneous, reusable and efficient catalystat room temperature to give the corresponding dipyrromethanes in a very short reaction time. The new reactionprocedure is simple and solvent is not required.
Efficient and versatile single pot approach to dipyrromethanes and bis(heterocyclyl)methanes
Singh, Kamaljit,Behal, Sonia,Hundal, Maninder Singh
, p. 6614 - 6622 (2007/10/03)
An efficient single pot route is presented involving the use of O, N-perhydro 1,3-heterocycles as carbonyl equivalents for the synthesis of 5-substituted dipyrromethanes, 5,10-disubstituted tripyrranes and bis(heterocyclyl)methanes.
Synthesis of meso-substituted porphyrins carrying carboranes and oligo(ethylene glycol) units for potential applications in boron neutron capture therapy
Frixa, Christophe,Mahon, Mary F.,Thompson, Andrew S.,Threadgill, Michael D.
, p. 306 - 317 (2007/10/03)
Selective delivery of 10B to tumours is one of the major remaining problems in boron neutron capture therapy (BNCT) of cancer. Porphyrins are selectively accumulated in tumours. Thus two series of carborane-carrying porphyrins were constructed, with additional functionality for attachment of uncharged potentially water-solubilising polyethers 3-(1,2-Dicarbaclosododecaboran(12)-1-ylmethoxy)benzaldehyde was prepared by protection of the aldehyde of 3-(prop-2-ynyloxy)benzaldehyde as a dithioacetal, treatment with decaborane(14) and deprotection. Condensation with a 3-nitrophenyldipyrromethane gave a separable mixture of meso-(3-nitrophenyl)-meso-(3-carboranylmethoxyphenyl)porphyrins, resulting from extensive scrambling at the porphyrinogen stage. Similarly, condensation of 3-(1,2-dicarbaclosododecaboran(12)-1-yl)benzaldehyde with this dipyrromethane gave an analogous mixture of meso-(3-nitrophenyl)-meso-(3-carboranylpheneyl)porphyrins. In this second series, the two regioisomeric bis(nitrophenyl)bis(carboranylphenyl)porphyrins could only be distinguished by X-ray crystallography, their NMR spectra being identical. The nitro groups of the mono(nitrophenyl)porphyrins and the bis(nitrophenyl)-porphyrins were reduced to the corresponding amines with tin(II) chloride and the monoamines were coupled with a ω-methoxy poly(ethylene glycol) chloroformate of mean MW 600 to give the MeOPEGylated tricarboranyl porphyrins.
Design and synthesis of porphyrins bearing catechols
Drexler, Cathy,Hosseini, Mir Wais,De Cian, Andre,Fischer, Jean
, p. 2993 - 2996 (2007/10/03)
The synthesis of meso-tetraarylporphyrines bearing 1-4 catechoylamid groups was achieved. Among the four new compounds prepared, the structure of the disubstituted ligand was elucidated in the solid state by an X-ray analysis.