75942-38-0Relevant articles and documents
Synthesis, X-ray crystal structure, UV/visible linear and nonlinear (optical limiting) spectral properties of symmetrical and unsymmetrical porphyrazines with annulated 1,2,5-thiadiazole and 1,4-diamyloxybenzene moieties
Donzello, Maria Pia,Ercolani, Claudio,Gaberkorn, Anna A.,Kudrik, Evgenij V.,Meneghetti, Moreno,Marcolongo, Gabriele,Rizzoli, Corrado,Stuzhin, Pavel A.
, p. 4009 - 4024 (2003)
Co-cyclization of 1,2,5-thiadiazole-3,4-dicarbonitrile and 3,6-diamyloxyphthalodinitrile in the presence of magnesium or lithium amylate in amyl alcohol leads to mixtures containing the Mg derivatives of the symmetrical species tetrakis(1,2,5-thiadiazolo)-porphyrazine, (S 4)PzH2, and tetrakis(1,4-diamyloxybenzo)porphyrazine, (A4)PzH2, and the low-symmetry macrocycles bearing peripheral 1,2,5-thiadiazole and 1,4-diamyloxybenzene rings in the ratio 1:3, 2:2 (cis and trans), and 3:1, that is, (SA3)PzH2, (S 2A2)PzH2, (SASA)PzH2, and (S 3A)PzH2, respectively. The basic Mg materials were converted to the corresponding freebase macrocycles by treatment with CF 3COOH. The species were separated from the mixtures by chromatography, either as Mg complexes or demetalated materials. With results on (S4)PzH2 and (SA3)PzH2 in hand, including crystallographic work on the latter, a general chemical physical investigation has been carried out of all the symmetrical and unsymmetrical free-base macrocycles. The structures of the species (S2A 2)PzH2 and (A4)PzH2. were elucidated by single-crystal X-ray crystallography. The effect of the progressive variation of the macrocyclic structure along the series, from the symmetrical (S4)PzH2 to its symmetrical partner (A 4)PzH2 via the low-symmetry 3:1, 2:2 (cis and trans), and 1:3 macrocycles, was studied by IR, 1H NMR, and UV/Vis linear and non-linear (optical limiting) measurements. The results are interpreted on the basis of intra- and intermolecular interactions between the electron-deficient 1,2,5-thiadiazole and the electron-donating 1,4-diamyloxybenzene moieties.
Unsymmetrical pentoxy-substituted porphyrazines
Nikolaev,Kudrik,Kulinich,Shaposhnikov
, p. 468 - 472 (2005)
The reactions of 3,6-dipentoxyphthalonitrile (A) in the 1-pentanol - magnesium pentylate medium with phthalonitrile, 2,3-di(methylsulfanyl)-2- butenedinitrile, and 2,3-dihydro-1,4-dithiin-5,6-dicarbonitrile (B) were performed. Unsymmetrically substituted porphyrazines A3B were prepared and studied. The influence of the structure of fragment B on the spectral characteristics of the porphyrazines was examined. 2005 Pleiades Publishing, Inc.
Highly efficient C–Cl bond cleavage and unprecedented C–C bond cleavage of environmentally toxic DDT through molecular electrochemical catalysis
Liang, Xu,Huang, Tingting,Li, Minzhi,Mack, John,Wildervanck, Martijn,Nyokong, Tebello,Zhu, Weihua
, p. 44 - 53 (2017)
The electrocatalytic properties of a Co(II)octaalkoxyphthalocyanine complex (Co(II)Pc) with eight strongly electron-donating substituents provide the first example of the complete dechlorination of DDT through molecular electrocatalysis, rather than the u
Lipophilic M(α,α′-OC5H11)8phthalocyanines (M = H2 and Ni(II)): Synthesis, electronic structure, and their utility for highly efficient carbonyl reductions
Jiang, Yu,Li, Minzhi,Liang, Xu,Mack, John,Wildervanck, Martijn,Nyokong, Tebello,Qin, Mingfeng,Zhu, Weihua
, p. 18237 - 18246 (2015/10/28)
A lipophilic and electron-rich phthalocyanine (α,α′-n-OC5H11)8-H2Pc and its nickel(ii) complex (α,α′-n-OC5H11)8-Ni(ii)Pc have been synthesized and characterized. Detailed analyses of the electronic structure were carried out by spectroscopy, electrochemistry, spectroelectrochemistry, and TD-DFT calculations. A series of experiments demonstrate that the (α,α′-n-OC5H11)8-Ni(ii)Pc complex can be used as a catalyst for highly efficient carbonyl reductions.
Synthesis and spectral properties of porphyrazines with unsymmetrical structure based on 3,6-dipentoxyphthalodinitrile and 1,2-diphenylfumarodintrile
Galanin,Shaposhnikov
experimental part, p. 1024 - 1028 (2011/04/16)
Porphyrazines of unsymmetrical structure of A3B, ABAB and AABB types were prepared by random condensation of 3,6-dipentyloxyphthalodinitrile (A component) with 1,2-diphenylfumarodinitrile (B component), and their spectral properties were invest
The synthesis of symmetrically octa-substituted phthalocyanines and their physical and photo-physical properties
Gao, Detao,Xu, Haitao,Van Tiantang,Peng, Bixian
, p. 1189 - 1196 (2007/10/03)
A series of symmetrically substituted phthalocyanines have been synthesized from 3,6-dialkoxy-phthalonitrile and the corresponding metal salts. All of these complexes are extremely soluble in chloroform. Their melting points vary greatly with their different substituents. Their structures are confirmed by elemental analysis, 1H NMR, UV-VIS.
Octa-alkoxy Phthalocyanine and Naphthalocyanine Derivatives: Dyes with Q-band Absorption in the Far Red or Near Infrared
Cook, Michael J.,Dunn, Adrian J.,Howe, Steven D.,Thomson, Andrew J.,Harrison, Kenneth J.
, p. 2453 - 2458 (2007/10/02)
The lithium alkoxide-catalysed cyclic tetramerisation of various 3,6-dialkoxy-4,5-dichlorophthalonitriles, 1,4-dialkoxynaphthalene-2,3-dicarbonitriles and 3,6-dialkoxyphthalonitriles to give the corresponding metal-free octa-alkoxyoctachlorophthalocyanines, octa-alkoxynaphthalocyanines and octa-alkoxyphthalocyanines is described.An unexpected trans-alkoxylation reaction occurs during the cyclisation of the first two series of precursors.Metal-free phthalocyanines and naphthalocyanines have been converted into derivatives containing various metal ions.Compounds show Q-band absorption in the region 739-862 nm in toluene solution.The fluorescence spectra of selected examples are reported.The solubility of some of the compounds has been measured in a formulation of liquid crystal materials.
