Bis(oxime Palladacyle) Supported on Magnetized SBA-15 as an Efficient and Retriveble Catalyst for the Mizoroki-Heck Reaction

Abstract

Abstract Herein, we report the anchoring of a bis(oxime palladacyle) adduct on magnetic mesoporous silica (Fe3O4@SBA-15). Magnetic mesoporous silica was successively treated with (3-aminopropyl) triethoxysilane (APTES), cyanuric chloride (CC), and 4-hydroxyacetophenone oxime-derived palladacycle to give Fe3O4@SBA-AP-CC-bis(oxime palladacycle). The resulting supported complex was characterized by analytical and spectroscopic techniques (FT-IR and CP/MAS 13C NMR). X‐Ray photoelectron spectroscopy (XPS) analysis corroborated the (+2) oxidation number for palladium. The catalytic potential of Fe3O4@SBA-AP-CC-bis(oxime palladacycle) was explored in the Mizoroki-Heck reaction. The effects of different reaction conditions, including the solvent, the base, temperature, and palladium content, were studied in detail. The catalyst shows a wide substrate scope, including aryl halides (I, Br, Cl) and olefins, in the Mizoroki-Heck reaction, using low catalyst loadings viz., Pd 0.09 mol%. The bis(oxime palladacyle) enjoys easy magnetic separation, stability, and recyclability over five runs.