Click functionalization of magnetite nanoparticles: A new magnetically recoverable catalyst for the selective epoxidation of olefins

Abstract

A new magnetically recoverable heterogeneous molybdenum catalyst was developed by means of a click chemistry approach. First, silica‐coated magnetite nanoparticles were functionalized using a bidentate ligand via thiol–ene click reaction of mercaptopropyl‐modified magnetite nanoparticles with acrylic acid. Then, a molybdenum complex was covalently supported on the surface of the clicked silica‐coated magnetite nanoparticles. The prepared catalyst was characterized using Fourier transform infrared and inductively coupled plasma optical emission spectroscopies, X‐ray diffraction, vibrating sample magnetometry and transmission electron microscopy. The catalytic performance of the prepared heterogeneous catalyst was investigated in the epoxidation of olefins with tert‐butyl hydroperoxide as oxidant. This catalyst could be reused for five runs without significant loss of activity and selectivity.

Surface Functionalization of Magnetite Nanoparticles with Sulfonic Acid and Heteropoly Acid: Efficient Magnetically Recoverable Solid Acid Catalysts

“…In the presented spectra, the bands at about 3400 and 1630 cm −1 are attributed to the stretching and bending vibrations of surface OH groups, respectively. The existence of magnetite core can be evidenced by observation of two vibrational bands at about 635 and 587 cm −1 . On the other hand, the observed bands at 1102, 802 and 468 cm −1 are assigned to the asymmetric and symmetric stretching vibrations and bending vibration of Si‐O‐Si bonds in silica shell, respectively (Figures b–g).…”

Recent Advances in Facile Liquid Phase Epoxidation of Light Olefins over Heterogeneous Molybdenum Catalysts

“…Masteri Farahani et al . developed a new magnetically recoverable heterogeneous silica coated magnetic nanoparticles (SCMNP) catalyst (SCMNPs‐S‐COO‐MoO 2 ).…”

“…The C=C double bond in cyclic olefins has higher electron donation ability. It is expected to promote the rate of the epoxidation reaction in comparison with terminal olefins, since the reaction is electrophilic addition of electron‐deficient peroxidic oxygen to the olefin C=C double bond as nucleophile …”

“…On the other hand, the surface of the magnetic nanoparticles can be functionalized to provide functional groups for immobilization of active metal species. [34] Masteri Farahani et al [35] developed a new magnetically recoverable heterogeneous silica coated magnetic nanoparticles (SCMNP) catalyst (SCMNPs-S-COO-MoO 2 ). First, SCMNPs were functionalized using a bidentate ligand.…”

New magnetic supported hydrazone Schiff base dioxomolybdenum (VI) complex: An efficient nanocatalyst for epoxidation of cyclooctene and norbornene

“…Among different inert material, silica is an appropriate choice that not only prevents aggregation and improves chemical and thermal stability but also provides silanol groups for further functionalization . Regarding the application of magnetically separable catalysts, there are several reports that investigate the catalytic role of immobilized Mo complex on magnetic nanoparticles in the oxidation of alkenes …”