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Oxidation of aromatic compounds by hydrogen peroxide catalyzed by mononuclear iron(III) complexes
Journal of Molecular Catalysis A: Chemical Pub Date : 2016-09-01 , DOI: 10.1016/j.molcata.2016.08.037
Giselle C. Silva , Nakédia M.F. Carvalho , Adolfo Horn , Elizabeth R. Lachter , Octavio A.C. Antunes

In the present work, four mononuclear iron(III) complexes containing BMPA (BMPA = bis-(2-pyridylmethyl)amine) and derivative ligands, have been studied as catalyst in toluene oxidation, at 25 °C and 50 °C, using hydrogen peroxide as oxidant and acetonitrile as solvent. All catalysts were able to oxidize toluene with satisfactory yields, producing o-, m-, p-cresols, benzaldehyde and benzyl alcohol, as main products, and traces of 2-methylbenzoquinone and benzoic acid. The catalyst [Fe(BMPA)Cl3] presented the most promising results, reaching yields up to 30.2% at 50 °C after 24 h. Furthermore, [Fe(BMPA)Cl3] was applied in the oxidation of other aromatic compounds as benzene, ethylbenzene, cumene, n-propylbenzene, p-xylene and anisole. The reaction with H2O2 was monitored by electronic UV–vis spectroscopy in the presence and absence of toluene and its oxidation products, as well as by ESI-(+)-MS/Q-TOF mass spectrometry, in order to provide some information about the reaction mechanism.



中文翻译:

单核铁(III)配合物催化过氧化氢氧化芳香族化合物

在目前的工作中,已经研究了四种含有BMPA(BMPA =双-(2-吡啶基甲基)胺)和衍生物配体的单核铁(III)络合物作为甲苯在25 ° C和50  ° C下使用氢气氧化的催化剂 用过氧化物作氧化剂,用乙腈作溶剂。所有催化剂都能够氧化甲苯与令人满意的产率,生产ø - ,- ,p -cresols,苯甲醛和苄醇,作为主要产品,和2- methylbenzoquinone和苯甲酸的痕迹。催化剂[Fe(BMPA)Cl 3 ]表现出最有希望的结果,在24小时后于50 ° C时产率高达30.2%  。此外,[Fe(BMPA)Cl 3在其他芳族化合物(如苯,乙苯,枯烯,丙苯,二甲苯和苯甲醚)的氧化反应中使用了[1] 。在有无甲苯及其氧化产物的情况下,通过电子紫外-可见光谱监测与H 2 O 2的反应,并通过ESI-(+)-MS / Q-TOF质谱进行监测,以提供一些信息。有关反应机理的信息。

更新日期:2016-09-01
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