MCM-41-supported NNO type Schiff base complexes: a highly selective heterogeneous nanocatalyst for esterification, Diels–Alder and aldol condensation

Solid catalysts have been synthesized by anchoring transition metal complexes into organically modified MCM-41. First, the surface of Si-MCM-41 was modified with 3-aminopropyl-triethoxysilane (3-APTES), the imine group of which upon condensation with DFP (4-methyl-2,6-diformylphenol) affords a N2O-type Schiff base moiety in the mesoporous matrix. The Schiff base moieties were used to anchor Ni (II) and Cu (II) ions. The prepared catalyst have been characterized by DRS (Diffuse Reflectance Spectroscopy), FTIR (Fourier transform infrared) spectroscopy, small-angle X-ray diffraction (SAX), FESEM (Field Emission Scanning Electron Microscope), EDX (Energy-dispersive X-ray spectroscopy) and nitrogen sorption studies. The decrease of crystallinity in the multistep synthesis procedure, as evidenced by SAX (Small-angle X-ray) measurements, was observed. The prepared materials proved to be efficient catalysts for organic transformations such as esterification, Diels–Alder and Aldol condensation at ambient conditions. The immobilized complex does not leach or decompose during the catalytic reactions, showing practical advantages over the free metal complex.