Efficient oxidative coupling of amines to imines catalyzed by manganese(III) meso-tetraphenylporphyrin chloride under ambient conditions

Highly efficient oxidative coupling of amines to imines by tert-butyl hydroperoxide (t-BuOOH) in the presence of metalloporphyrins has been reported. Manganese porphyrin showed excellent activity and selectivity for the oxidative coupling of amines to imines under ambient conditions. Moreover, a plausible mechanism involving high valence oxo intermediate has been proposed.

Graphical AbstractFigure optionsDownload full-size imageDownload as PowerPoint slideResearch Highlights► Highly efficient oxidative coupling of amines to imines catalyzed by metalloporphyrins. ► Manganese porphyrins showed excellent activity even with very low amount (0.03 mol%, based on substrate). ► A reaction mechanism involves high-valent oxo and aldehyde intermediates was proposed and verified by experimental and theoretical calculation.