Article ID Journal Published Year Pages File Type
41331 Applied Catalysis A: General 2011 6 Pages PDF
Abstract

This work reports that the cyclohexane oxidation by iodosylbenzene and iodobenzene diacetate yields cyclohexanol as the sole product if catalyzed by the simple Mn(III) aminophenylporphyrins 5,10,15,20-tetrakis(2-aminophenyl)porphyrinatomanganese(III) chloride (Mn(III)(T2APP)Cl) and 5,10,15,20-tetrakis(4-aminophenyl)porphyrinatomanganese(III) chloride (Mn(III)(T4APP)Cl). This high selectivity was unmatched by other simple phenyl-substituted Mn(III) meso-tetraphenylporphyin-based catalysts (Mn(III)(T-X-PP)Cl, where X = H, 4-OMe, 4-Me, 4-CO2Me, 2-Me), which led to a mixture of both cyclohexanol and cyclohexanone. The absence of cyclohexanone in the Mn(III)(T2APP)Cl and Mn(III)(T4APP)Cl as well as the possibility of re-use of the catalysts was investigated. An intermolecular coordination of the amino moieties in Mn(III)(T2APP)Cl and Mn(III)(T4APP)Cl is suggested to play a role in the high selectivity of these systems.

Graphical abstractFigure optionsDownload full-size imageDownload high-quality image (80 K)Download as PowerPoint slideHighlights► Mn(III) aminophenylporphyrins catalyze selectively the cyclohexane oxidation. ► There is an exclusive formation of Cy-ol in these aminophenylporphyrin systems. ► It has been proposed that the porphyrin –NH2 moieties may act as axial ligands.

Related Topics
Physical Sciences and Engineering Chemical Engineering Catalysis
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