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首页> 外文期刊>Dalton transactions: An international journal of inorganic chemistry >Methylviologen-pendant iron porphyrins as models of a reduction enzyme:six-electron reduction of nitrobenzene to aniline
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Methylviologen-pendant iron porphyrins as models of a reduction enzyme:six-electron reduction of nitrobenzene to aniline

机译：甲基紫罗兰垂体铁卟啉作为还原酶的模型：将硝基苯六电子还原为苯胺

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摘要

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 methylviologen-pendant 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 w-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-nitro-anisole 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.
机译：新合成了甲基紫罗兰侧链铁卟啉，其中甲基紫罗兰侧链铁卟啉是通过对位或间位的酰胺桥引入介孔基团，期望这些甲基紫罗兰侧链铁卟啉是很好的功能模型。甲基紫罗兰链坠可以起电子捕获和存储单元的作用，就像亚硝酸还原酶的铁硫簇一样。这些铁卟啉已成功应用于六电子还原硝基苯转化为苯胺，这是亚硝酸还原酶催化的亚硝酸盐还原为氨的模型反应。对位和w-甲基紫杉醇侧链铁卟啉在还原硝基苯时会产生较大的苯胺收率，而对甲氧基苯胺的收率要大得多。对-硝基茴香醚的还原反应比普通的四苯基卟啉铁好。尽管普通的四苯基卟啉铁不能很好地催化p的还原-硝基苯甲醚在存在双氧分子的情况下，即使在存在双氧分子的情况下，这些甲基紫罗兰侧链铁卟啉也可以很好地催化对硝基苯甲醚的还原并产生相当大的对甲氧基苯胺收率。与四苯基卟啉铁相比，铁卟啉在亚硝基苯的还原中苯胺的收率要高得多，而在苯羟胺还原中苯胺的收率要比四苯基卟啉铁要大。基于这些卟啉铁的循环伏安图和UV-VIS光谱，讨论了甲基紫精部分的作用。

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