Polystyrene-bound 1,4-phenylenediamine as a heterogeneous axial ligand for Mn(salophen)Cl and its use as biomimetic alkene epoxidation and alkane hydroxylation catalyst with sodium periodate

In the present work, Mn(III) salophen has been successfully bonded to 1,4-phenylenediamine modified polystyrene, PSP. Polystyrene-bound 1,4-phenylenediamine is a heterogeneous axial ligand and a support for immobilization of Mn(III) salophen. Mn(salophen)Cl-PSP catalyzes alkene epoxidation with sodium periodate under agitation with magnetic stirring. This catalytic system shows a good activity in the epoxidation of linear alkenes. Alkyl aromatic and cycloalkanes were oxidized efficiently to their corresponding alcohols and ketones in the presence of this catalyst. This new heterogeneous catalyst is of high stability and reusability in the oxidation reactions and can be reused several times without loss of its activity. The effect of reaction parameters such as solvent and oxidant in the epoxidation of cis-cyclooctene were investigated. The heterogeneous catalyst Mn(salophen)Cl-PSP has been characterized by FT-IR, UV–Vis spectroscopic techniques, thermal and elemental analysis.

Graphical abstractEfficient alkene epoxidation and alkane hydroxylation with sodium periodate catalyzed by Mn(salophen) supported on polystyrene-bound 1,4-phenylenediamine is reported.Figure optionsDownload full-size imageDownload as PowerPoint slide