meso-Tetraphenylporphinatoiron catalysed reductive cleavage of some S–O, S–N, and S–C bonds in sulphoxides and sulphilimines

Nagata, Toshiyuki; Fujimori, Keiya; Yoshimura, Toshiaki; Furukawa, Naomochi; Ōae, Shigeru

doi:10.1039/p19890001431

Cited by 17 publications

(7 citation statements)

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“…(4)] with FeCl(TPP), where NaBH 4 and 1-benzylnicotinamide were used as a reductant. 10 One of the present authors (SS) also reported six-electron reduction of nitrobenzene to aniline [eqn. (5)] with FeCl(TPP), where NaBH 4 was used as a reductant.…”

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confidence: 84%

Methylviologen-pendant iron porphyrins as models of a reduction enzyme: six-electron reduction of nitrobenzene to anilineElectronic supplementary information (ESI) available: time-courses of reduction, UV-VIS spectral changes, cyclic voltammograms, EPR spectra, conversion and yield percentages for the reduction of p-nitroanisole. See http://www.rsc.org/suppdata/dt/b2/b211125j/

2003

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Methylviologen-pendant iron porphyrins, in which methylviologen was introduced to the meso-phenyl group through an amido-bridge at either the p-or m-position, were newly synthesized, in expectation that these methylviologenpendant iron porphyrins would be good functional models of a multi-electron reductase such as nitrite reductase since the methylviologen-pendant can play the role of an electron-trapping and storage unit like the iron-sulfur cluster of the nitrite reductase. These iron porphyrins were successfully applied to the six-electron reduction of nitrobenzene to aniline, which is a model reaction of nitrite reduction to ammonia catalyzed by nitrite reductase. Both p-and m-methylviologen-pendant iron porphyrins give somewhat larger yields of aniline in the reduction of nitrobenzene and much larger yields of p-methoxyaniline in the reduction of p-nitroanisole than does normal iron tetraphenylporphyrin. Though normal iron tetraphenylporphyrin can not catalyze well the reduction of p-nitroanisole in the presence of the dioxygen molecule, these methylviologen-pendant iron porphyrins can catalyze well the reduction of p-nitroanisole and give a considerably larger yield of p-methoxyaniline even in the presence of the dioxygen molecule. These methylviologen-pendant iron porphyrins give a much larger yield of aniline in the reduction of nitrosobenzene and somewhat larger yield of aniline in the reduction of phenylhydroxylamine than does iron tetraphenylporphyrin. m-Methylviologen-pendant iron porphyrin exhibits higher catalytic activity than does the p-pendant one. The role of methylviologen moiety is discussed, based on cyclic voltammograms and UV-VIS spectra of these iron porphyrins.

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mentioning

confidence: 84%

Methylviologen-pendant iron porphyrins as models of a reduction enzyme: six-electron reduction of nitrobenzene to anilineElectronic supplementary information (ESI) available: time-courses of reduction, UV-VIS spectral changes, cyclic voltammograms, EPR spectra, conversion and yield percentages for the reduction of p-nitroanisole. See http://www.rsc.org/suppdata/dt/b2/b211125j/

2003

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“…To the best of our knowledge, most investigators (Nagata [5], van Heuven and Beek [7], Esch et al [3], Skelland and Seksaria [1], Godfrey and Reeve [4], Skelland and Ramsay [6], Kamil et al [11]) have used a visual method to determine N cd . In this method, the critical impeller speed is defined as the speed at which the bulk dispersed phase disappears visually from the tank and no clear liquid is observed either at the top or the bottom of the stirred tank.…”

Section: Introductionmentioning

confidence: 99%

“…Among the pioneering experimental investigations, Nagata [5] focused on an unbaffled, flat-bottom vessel with a four-bladed, flat-blade turbine agitator with T/D = 3 and a blade width of 0.06T, and developed the empirical correlation:…”

Section: Introductionmentioning

confidence: 99%

CFD Prediction of the Critical Agitation Speed for Complete Dispersion in Liquid‐Liquid Stirred Reactors

Cheng

Yong

et al. 2011

Chem Eng & Technol

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A computational fluid dynamics (CFD) model is adopted to simulate the turbulent immiscible liquid-liquid flow in a stirred vessel based on a two-fluid model with a k-e-A P turbulence model. An improved inner-outer iterative procedure is adopted to deal with the impeller rotation in a fully baffled stirred tank. Different drag formulations are examined, and the effect of the droplet size on both the dispersed phase holdup distribution and the velocity field is analyzed. Two different numerical criteria are tested for determining the critical impeller speed for complete dispersion. The simulated critical impeller speeds are generally in good agreement with the correlations in the literature when the fixed droplet size is properly selected. This demonstrates that the modeling approach and the numerical criteria proposed in this work are promising for predicting the dispersion characteristics in liquid-liquid stirred tanks.

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“…In this context, several functionalized tetraarylmetalloporphyrin molecules were shown to self-assemble in different ways to yield hydrogen-bonded columns, [4] hydrogen-bonded networks with large interporphyrin voids, [5] coordination polymers propagated by coordination of the lateral substituents of a given porphyrin entity to the metal center of a similar unit, [6] and multiporphyrin arrays sustained by external transition metal centers [7] or by bidentate ligands that can bridge axially between adjacent metalloporphyrin cores. [5a, 8] Most of these materials are composed of one-or twodimensional porphyrin aggregates, and only a small number of them yielded porous crystalline architectures.…”

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confidence: 99%

Crystal Engineering of Metalloporphyrin Zeolite Analogues

2000

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meso-Tetraphenylporphinatoiron catalysed reductive cleavage of some S–O, S–N, and S–C bonds in sulphoxides and sulphilimines

Cited by 17 publications

References 0 publications

CFD Prediction of the Critical Agitation Speed for Complete Dispersion in Liquid‐Liquid Stirred Reactors

Crystal Engineering of Metalloporphyrin Zeolite Analogues

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