Synthesis and characterization of thiophene-derived palladium(ii) complex immobilized on FSM-16 and its application in the novel synthesis of 7-(aryl)-7,12-dihydro-6H-indeno[1,2,4]triazolo[1,5-a]pyrimidine-6-one derivatives

Abstract

The present study aims at synthesizing a palladium complex with a thiophene-carboimine ligand, supported on FSM-16 as a mesoporous silica support. Firstly, the prepared FSM-16 was modified using 3-aminopropyl group. The imine bond was subsequently formed by condensation of FSM-16-propyl amine with thiophene-2-carbaldehyde. Finally, the imine/thiophene-FSM-16 reacted with PdCl₂ to form PdCl₂-imine/thiophene-FSM-16. The structural and physicochemical properties of the prepared nanocomposite were characterized using FT-IR, TEM, XRD, FE-SEM, EDS, BET, and TGA analyses. PdCl₂-imine/thiophene-FSM-16 exhibited efficient catalytic activity in the synthesis of indeno-1,2,4-triazolo[1,5-a]pyrimidine derivatives via a new three-component reaction between indan-1,3-dione, aromatic aldehydes and 3-amino-1H-1,2,4-triazole in water as the green solvent. Significantly, the heterogeneous catalyst can be easily separated from the reaction mixture and reused in another reaction.