Zeolite Encapsulated Fe-poprhyrin for Catalytic Oxidation with Iodobenzene Diacetate (PhI(OAc)2)

Abstract

meso-Tetrakis(3-pyridyl)porphyrinatoiron(III) chloride encapsulated on NaY Zeolite [Fe(T-3-PyP)@NaY] was synthesized as a heterogeneous “ship-in-a-bottle” type catalyst and characterized by Fourier transform infrared (FT-IR), atomic absorption (AA), diffused reflectance UV-Vis (DR UV-Vis), X-ray diffraction (XRD) and scanning electron microscopy (SEM) analysis. The catalytic activity of Fe(T-3-PyP)@NaY was examined for the epoxidation of cyclohexene by PhI(OAc)₂ in CH₃CN/H₂O (5:1) and compared to that of Fe(T-3-PyP) as a homogenous catalyst. We found that the heterogeneous catalyst Fe(T-3-PyP)@NaY was stable and reusable for several times, and provided a mild condition and exhibited high activity and selectivity in the oxidation of alkenes to epoxides(16-94%). As representative examples for the use of Fe(T-3-PyP)@NaY/ PhI(OAc)₂ in organic oxidations, oxidation of 4-nitrobenzylalcohol to 4-nitrobenzaldehyde (97 %), oxidative dehydrogenation of diethyl 4-(2,6-dichlorophenyl)-2,6-dimethyl- 1,4-dihydro-3,5-pyridinedicarboxylate to the corresponding pyridine (100 %), diphenylacetic acid to benzophenone (64 %) was achieved.