80528-89-8Relevant academic research and scientific papers
Spectral, Electrochemical, and ESR Characterization of Manganese Tetraarylporphyrins Containing Four β,β′-Pyrrole Fused Butano and Benzo Groups in Nonaqueous Media
Fang, Yuanyuan,Wang, Liping,Xu, Weijie,Ou, Zhongping,Chen, Mingyuan,Cong, Lei,Shan, Wenqian,Ke, Xiangyi,Kadish, Karl M.
, p. 2576 - 2587 (2019/02/19)
Two series of β,β′-pyrrole butano- A nd benzo-substituted mangenese(III) tetraarylporphyrins were synthesized and characterized with regard to their spectral and electrochemical properties. The investigated compounds have the general formula butano(Ar)su
Synthesis, Structural and Optical Properties of Tetrabenzoporphyrin Complexes Bearing Four or Eight Peripheral Phenyl Groups
Furuyama, Taniyuki,Okujima, Tetsuo,Muramatsu, Kota,Takahashi, Yuichi,Mikami, Akihiro,Fukumura, Tomoteru,Mori, Shigeki,Nakae, Takahiro,Takase, Masayoshi,Uno, Hidemitsu,Kobayashi, Nagao
, p. 3224 - 3235 (2019/05/29)
A series of free-base and phosphorus(V) complexes of tetrabenzoporphyrin (TBP) and some phosphorus(V) porphyrins containing four or eight phenyl groups on the periphery have been synthesized and characterized by X-ray crystallography, electronic absorption, and magnetic circular dichroism (MCD) spectroscopy, together with quantum chemical calculations. All phosphorus TBP and meso-tetraphenyl porphyrin complexes adapted ruffled conformations due to the small P(V) ion, although the Zn(II)TBPs containing eight phenyl (Φ) groups at the so-called β and α positions showed planar and saddled structures in the solid state, due to, respectively, marginal or severe steric hindrance between the neighboring Φ groups. All P(V)TBPs showed the Soret and Q bands beyond 450 and 700 nm, respectively, which are some of the longest wavelengths exhibited by metallated TBPs reported to date. Of the eight Φ group-substituted P(V)TBPs, those substituted at α positions always showed absorption bands at longer wavelengths than those at β positions, which was reproduced by calculated absorption spectra. The Soret band positions of meso-tetraphenylated P(V) species without fused benzo-groups (ca. 430–440 nm) were also some of the longest among metalloporphyrins of this type.
Synthesis, electrochemical and spectroelectrochemical characterization of iron(III) tetraarylporphyrins containing four β, β ′-butano and β, β ′-benzo fused rings
Xu, Weijie,Fang, Yuanyuan,Ou, Zhongping,Chen, Mingyuan,Kadish, Karl M.
, p. 521 - 534 (2018/05/14)
Six iron(III) tetraarylporphyrins containing four b,b?-butano or b,b?-benzo fused rings were synthesized and characterized by electrochemistry and spectroelectrochemistry in nonaqueous media. The examined compounds are represented as butano(TpYPP)FeCl and
Cobalt Tetrabutano- and Tetrabenzotetraarylporphyrin Complexes: Effect of Substituents on the Electrochemical Properties and Catalytic Activity of Oxygen Reduction Reactions
Ye, Lina,Fang, Yuanyuan,Ou, Zhongping,Xue, Songlin,Kadish, Karl M.
, p. 13613 - 13626 (2017/11/15)
Three series of cobalt tetraarylporphyrins were synthesized and characterized by electrochemistry and spectroelectrochemistry. The investigated compounds have the general formula (TpYPP)Co, butano(TpYPP)CoII, and benzo(TpYPP)CoII, where TpYPP represents the dianion of the meso-substituted porphyrin, Y is a CH3, H, or Cl substituent on the para position of the four phenyl rings, and butano and benzo are respectively the β- and β′-substituted groups on the four pyrrole rings of the compound. Each porphyrin undergoes one or two reductions depending upon the meso substituent and solvent utilized. Two irreversible reductions are observed for (TpYPP)CoII and butano(TpYPP)CoII in CH2Cl2 containing 0.1 M tetra-n-butylammonium perchlorate; the first leads to the formation of a highly reactive cobalt(I) porphyrin, which can then rapidly react with a solvent to give a CoIIICH2Cl as the product. Only one reversible reduction is seen for benzo(TpYPP)CoII under the same solution conditions, and the one-electron-reduction product is assigned as a cobalt(II) porphyrin π-anion radical. Three oxidations can be observed for each examined compound in CH2Cl2. The first oxidation is metal-centered for the (TpYPP)Co and benzo(TpYPP)CoII derivatives, leading to generation of a cobalt(III) porphyrin with an intact π-ring system, but this redox process is ring-centered in the case of butano(TpYPP)CoII and gives a CoII π-cation radical product. Each porphyrin was also examined as a catalyst for oxygen reduction reactions (ORRs) when adsorbed on a graphite electrode in 1.0 M HClO4. The number of electrons transferred (n) during ORRs is 2.0 for the butano(TpYPP)CoII derivatives, consistent with only H2O2 being produced as a product for the reaction with O2. However, the reduction of O2 using the cobalt benzoporphyrins as catalysts gave n values between 2.6 and 3.1 under the same solution conditions, thus producing a mixture of H2O and H2O2 as the reduction product. This result indicates that the β and β′ substituents have a significant effect on the catalytic properties of the cobalt porphyrins for ORRs in acid media.
H2O2-activated triplet-triplet annihilation upconversion via modulation of the fluorescence quantum yields of the triplet acceptor and the triplet-triplet-energy-transfer efficiency
Tao, Renjie,Zhao, Jianzhang,Zhong, Fangfang,Zhang, Caishun,Yang, Wenbo,Xu, Kejing
, p. 12403 - 12406 (2015/08/03)
Oxidation-activatable triplet-triplet annihilation (TTA) upconversion was achieved with 9,10-bis(diphenylphosphino)-anthracene (BDPPA, nonfluorescent) as an activatable triplet acceptor/emitter, which can be oxidized to BDPPA-O (highly fluorescent) by H2O2 under mild conditions, and thus TTA upconversion was switched on by H2O2.
Zinc(ii) tetraphenyltetrabenzoporphyrin complex as triplet photosensitizer for triplet-triplet annihilation upconversion
Cui, Xiaoneng,Zhao, Jianzhang,Yang, Pei,Sun, Jifu
supporting information, p. 10221 - 10223 (2013/10/22)
Zn(ii) tetraphenyltetrabenzoporphyrin (TPTBP) and the free base H 2TPTBP were used as triplet photosensitizers for triplet-triplet annihilation (TTA) upconversion, to replace the long-established precious metal complex triplet photosensitizers such as those containing Pd(ii)-Pt(ii) atoms.
Erbium complexes of "sandwich" type containing fragments of meso-tetraphenyltetrabenzoporphyrin and phthalocyanines of different structures. Synthesis and spectral properties
Galanin,Yakubov,Pakhomov,Shaposhnikov
body text, p. 771 - 777 (2011/08/10)
Reactions of erbium acetate meso-tetraphenyltetrabenzoporphyrinate with excess phthalonitrile, 4-nitroand 4-hydroxyphthalonitrile, and also with dilithium (octa-4,5-pentoxy)-phthalocyanine gave rise to unsymmetrical complexes of "sandwich" structure. The
Effect of ligand nonplanarity and solvent nature on the kinetic stability of zinc porphyrin complexes
Berezin,Shukhto,Shatunov
, p. 997 - 1004 (2008/12/21)
Planarity disturbance in metal porphyrin macrorings produces destabilization of complexes in dimethyl sulfoxide-acetic acid and benzene-acetic acid systems, except for cases where the coordination center is additionally stabilized by endocyclic substituents and/or extra ligands. The first dissociation stage of complexes with N-substituted analogs of porphyrins involves substitution of the acido ligand in the strongly shielded coordination sphere by an electron-donor solvent molecule. The revealed dependences of dissociation rate constants on acid concentration in DMSO, untypical of most metal porphyrins, are explained by a change in the type of the attacking species with changing solvent composition. The dissociation rate constants of complexes in an electron donor solvent can be lower by several orders of magnitude than in a weakly solvating medium.
A facile and reliable method for the synthesis of tetrabenzoporphyrin from 4,7-dihydroisoindole
Filatov, Mikhail A.,Cheprakov, Andrei V.,Beletskaya, Irina P.
, p. 3468 - 3475 (2008/02/12)
A new route to tetrabenzoporphyrins from the closest possible precursor of the unstable isoindole was developed. A key feature of this route is a dramatic facilitation of the aromatization of annelated rings, which is the most serious bottleneck in previo
A new synthesis of benzoporphyrins using 4,7-dihydro-4,7-ethano-2H- isoindole as an isoindole equivalent
Ito, Satoshi,Ochi, Naoyuki,Murashima, Takashi,Uno, Hidemitsu,Ono, Noboru
, p. 399 - 411 (2007/10/03)
Various benzoporphyrins and their metal complexes were obtained in 100% yield by heating porphyrins fused with bicyclo[2.2.2]octadiene at 200 °C. This thermal (retro Dieis-Alder) reaction proceeds very cleanly to give pure benzoporphyrins without further
