26334-89-4Relevant academic research and scientific papers
Synthesis and Spectral Characteristics of Sn(IV) Tetraphenylporphyrinates
Chizhova,Shinkarenko,Mamardashvili, N. Zh.
, p. 2559 - 2563 (2018)
Coordination reactions of 5,10,15,20-tetraphenylporphyrin, 2-bromo-5,10,15,20-tetraphenylporphyrin, 2,3,12,13-tetrabromo-5,10,15,20-tetraphenylporphyrin, 2,3,7,8,12,13,17,18-octabromo-5,10,15,20-tetraphenylporphyrin and metal-exchange reactions of their c
PREPARATION ET ETUDE ELECTROCHIMIQUE COMPARATIVE DE TETRAPHENYLCHLORINES ET ISOBACTERIOCHLORINES STANNIQUES
Cloutour, Catherine,Debaig-Valade, Caroline,Pommier, Jean-Claude,Dabosi, Guy,Martineau, Monique
, p. 21 - 30 (1981)
Irradiation of dihydroxystannyltetraphenylporphyrin with visible light in the presence of SnCl2, 2H2O in pyridine leads by photoreduction to dihydroxystannyltetraphenylisobacteriochlorin.The synthesis of dihydroxystannyltetraphenylchlorine by insertion of SnCl2 in tetraphenylchlorine is described.The results of a comparative electrochemical study of these different compounds are reported and show a net increase of -E1/2red for the isobacteriochlorine derivative.
Preparation of NIR absorbing axial substituted tin(iv) porphyrins and their photocytotoxic properties
Babu, Balaji,Amuhaya, Edith,Oluwole, David,Prinsloo, Earl,Mack, John,Nyokong, Tebello
, p. 41 - 48 (2019/01/30)
Sn(iv) porphyrins ([Sn(iv)TTP(3PyO)2] (5) and [Sn(iv)TPP(3PyO)2] (6) [tetrathienylporphyrin (TTP), tetraphenylporphyrin (TPP), and pyridyloxy (PyO)]) were prepared and characterized and their photocytotoxicity upon irradiation with 625 nm light has been studied. The presence of the 3PyO axial ligands was found to limit the aggregation and enhance the solubility of 5 and 6 in DMF/H2O (1?:?1). The photophysical properties and photodynamic therapy (PDT) activity of the meso-2-thienyl and meso-phenyl-substituted Sn(iv) porphyrins are compared. 5 and 6 were found to be photocytotoxic in MCF-7 cancer cells when irradiated with a Thorlabs M625L3 LED at 625 nm but remained nontoxic in the dark. The PDT activity of Sn(iv) meso-tetra-2-thienylporphyrin 5 was found to be significantly enhanced relative to its analogous tetraphenylporphyrin 6. There is a marked red-shift of the Q00 band of 5 into the therapeutic window due to the meso-2-thienyl rings, and 5 has an unusually high singlet oxygen quantum yield value of 0.83 in DMF. The results demonstrate that readily synthesized axially ligated Sn(iv) meso-arylporphyrins are potentially suitable for use as singlet oxygen photosensitizers in biomedical applications and merit further in depth investigation in this context.
Design of oxophilic metalloporphyrins: An experimental and DFT study of methanol binding
Olsson, Sandra,Dahlstrand, Christian,Gogoll, Adolf
supporting information, p. 11572 - 11585 (2018/08/28)
By systematic measurements we have evaluated a series of tetraphenyl metalloporphyrins and halogenated tetraphenyl metalloporphyrin derivatives for binding to ligands with oxygen containing functional groups, using methanol, acetic acid and acetone as examples. Experimental binding constants identified three metalloporphyrins with good binding to all three ligands: MgTPFPP, MgTPPBr8 and ZnTPPBr8 as well as a range of porphyrins binding to select ligands. Based on these results the optimal porphyrins can be selected for the desired binding interactions. We also show how to use DFT calculations to evaluate the potential binding between a metalloporphyrin and a ligand, which is deduced from free energies of binding ΔG, charge transfer ΔQ, and change of metal spin state. Computations on unsubstituted porphyrins in lieu of tetraphenyl porphyrin systems yield reliable predictions of binding interactions with good correlation to the corresponding experimental data. The calculations have also yielded interesting insights into the effect of halogenation in the β-position on the binding to ligands with oxygen containing functional groups.
Photophysical properties of Sn (IV)tetraphenylporphyrin-pyrene dyad with a β-vinyl linker
Reeta, P. Silviya,Khetubol, Adis,Jella, Tejaswi,Chukharev, Vladimir,Abou-Chahine, Fawzi,Tkachenko, Nikolai V.,Giribabu,Lemmetyinen, Helge
, p. 288 - 300 (2015/05/05)
A Sn(IV)tetraphenylporphyrin (T) has been functionalized with a β-vinyl pyrene (P) and the photophysical properties of the formed dyad (T-P) with its corresponding precursors were studied in three solvents with different polarities using steady-state and
A [2]catenane and pretzelane based on Sn-porphyrin and crown ether
Han, Min,Zhang, Heng-Yi,Yang, Li-Xu,Ding, Zhi-Jun,Zhuang, Rui-Jie,Liu, Yu
scheme or table, p. 7271 - 7277 (2012/01/13)
A [2]catenane and a pretzelane that consist of one aromatic dialkylammonium spacer, one dibenzo-24-crown-8 (DB24C8) unit, and one Sn-porphyrin dihydroxide component were synthesized. In the [2]catenane, dibenzo-24-crown-8 and the Sn-porphyrin dihydroxide
Design and synthesis of Sn-porphyrin based molecular gates
Guenet, Aurelie,Ernest Graf,Nathalie Kyritsakas,Hosseini, Mir Wais
, p. 1872 - 1883 (2010/05/01)
The design, synthesis, and structural characterization, both in solution by 1H NMR and in the solid state by X-ray diffraction on single crystals, of a series of molecular gates based on Sn-porphyrin derivatives are presented. The molecular systemis based on a porphyrin core bearing at the meso positions either phenyl or pyridyl groups as a stator, octahedral Sn(IV) cation located at the center of the porphyrin as a hinge, and different handles connected to the porphyrin through Sn-O axial bonds. The stability of the complexes in the presence of different acids is also reported.
Supramolecular bidentate phosphorus ligands based on bis-zinc(ii) and bis-tin(iv) porphyrin building blocks
Slagt, Vincent F.,Van Leeuwen, Piet W. N. M.,Reek, Joost N. H.
, p. 2302 - 2310 (2007/10/03)
Selective metal-ligand interactions have been used to prepare supramolecular bidentate ligands by mixing monodentate ligands with a suitable template. For these assemblies pyridine phosphorus ligands and a zinc(II) porphyrin dimer were used. In the rhodium-catalysed hydroformylation of 1-octene and styrene improved selectivities have been obtained for some of the assembled bidentate ligand systems. In the palladium catalysed asymmetric allylic alkylation similar effects were observed; the enantioselectivity increased by using a bisporphyrin template. The preparation of supramolecular catalyst systems was also explored using tin-oxygen interactions. Dihydroxotin(iv) porphyrin and carboxylic phosphorus ligands assemble into supramolecular ligands and the phosphorus donor atom coordinates to transition metals. The stronger oxygen-tin bond, compared to pyridine-zinc does not result in a better performance of the catalyst. The Royal Society of Chemistry.
Synthesis and characterisation of a bis(silyloxy)tin(IV) porphyrin
Langford, Steven J.,Latter, Melissa J.,Beckmann, Jens
, p. 920 - 923 (2008/10/09)
Bis(hydroxy)tin(IV) tetraphenylporphyrin (Sn(IV)TPP(OH)2, 2) condenses with two equivalents of tris(tert-butoxy)silanol (HOSi(O tBu)3, 3) to form complex 2.32 in toluene. The product, which is air and moisture stable, has been characterised by 1H, 29Si and 119Sn NMR spectroscopy and mass spectrometry. Application of this reaction in producing novel photochromic glasses is also discussed.
Efficient formation of lipophilic dihydroxotin(IV) porphyrins and bis-porphyrins
Crossley,Thordarson,Wu
, p. 2294 - 2302 (2007/10/03)
Treatment of dichloro- and dicarboxylato-tin(IV) porphyrins with K2CO3 in THF-H2O (4 : 1) is a mild and highly efficient method for formation of dihydroxotin(IV) porphyrins; unlike other reported procedures, this method is
