Influence of manganese tetraarylporphyrins substituents on the selectivity of cycloalkanes oxidation with magnesium monoperoxyphthalate

The catalytic properties of manganese porphyrins of the second and third generation and magnesium monoperoxyphthalate (MMPP) as oxidant have been studied in oxidation of cyclohexane or cyclooctane under mild conditions. We have found that the structure of manganese porphyrin has an influence on selectivity of the investigated reaction. Apart from main cycloalkanes oxidation products (alcohol and ketone), olefins and epoxides resulting from oxidative dehydrogenation of substrates in the course of reaction, were surprisingly found. This represents the first example of the oxidative dehydrogenation of cycloalkanes with MMPP as oxygen donor. The reaction mechanism is discussed and proposed.

The hydroxylation of cycloalkanes: cyclohexane and cyclooctane was studied with second and third generations of manganese porphyrins and magnesium monoperoxyphthalate (MMPP) as oxygen donor, under mild condition. We have found that the product yields and the selectivity are modified by substituents in the porphyrin ring. Figure optionsDownload as PowerPoint slide