Selective catalysis of manganeseporphyrins on aerobic oxidation of different carbon–hydrogen bonds of methyl cyclohexane

The selective catalysis of manganeseporphyrins for the aerobic oxidation of the different CH bonds of methyl cyclohexane was reported. The effects of the peripheral substituents of metalloporphyrins and the reaction conditions on the catalytic selectivity were also investigated. It was found that manganeseporphyrins are effective catalysts for the aerobic oxidation of CH bonds of methyl cyclohexane. The results showed that the increase of reaction temperature and pressure is benefited to selective oxidation of secondary CH bonds, and the concentration of catalysts does not significantly influence the oxidation selectivity of every grade CH bond. The electron-contributing substituents on porphyrin rings assist the selective oxidation of the secondary CH bonds, while the electron-withdrawing substituents are favorable to selective oxidation of the tertiary CH bonds.

Graphical abstractManganeseporphyrins are effective selective catalysts for the aerobic oxidation of CH bonds of methyl cyclohexane. The peripheral substituents of metalloporphyrins and the reaction conditions effect the catalytic selectivity. The increase of reaction temperature and pressure is benefited to selective oxidation of secondary CH bonds, the electron-contributing substituents on porphyrin rings assist the selective oxidation of the secondary CH bonds, while the electron-withdrawing substituents are favorable to selective oxidation of the tertiary CH bonds. Figure optionsDownload full-size imageDownload as PowerPoint slide