Fabrication of uniform Pd nanoparticles immobilized on crosslinked ionic chitosan support as a super-active catalyst toward regioselective synthesis of pyrazole-fused heterocycles.

Selection of biodegradable chitosan as a raw material is a smart technique due to its easy modifiability and high renewability. Herein, taking advantage of these functional characteristics, an ionic biopolymer support is produced from copolymerization of allylated chitosan (with 48 % degree of substitution) and polymerizable ionic liquid ([MEVIm]Br). Next, palladium nanoparticles are successfully stabilized in this designed support through a facile manner based on interconnected porous network, ionic nature and rich functional groups. Then, the Pd@CS-PIL structure was utilized as a heterogeneous catalyst for regioselective synthesis of pyrazole-fused heterocycles. The as-synthesized Pd@CS-PIL was characterized by various techniques such as XRD, EDX, FESEM, elemental mapping, TEM, BET, ICP, TGA, and FT-IR to better determine the structure, morphology, purity and physical properties. The obtained results revealed that the proposed nanostructure provides favorable porosity with significant specific surface area (139.2 m.g), Pd nanoparticles with high dispersion (mean diameter ∼ 22.8 nm) and crosslinked nature with good thermal stability (50 % weight loss about 600 °C). Therefore, Pd@CS-PIL nanostructure showed the key features of a super-active catalyst, and pharmaceutical pyrazole-fused scaffolds were produced in favorable yields (86-96 %) under ultrasound conditions.