Fabrication and characterization of a novel catalyst based on modified zirconium metal-organic-framework for synthesis of polyhydroquinolines

Fatemeh Moghadaskhou; Reza Eivazzadeh-Keihan; Zahra Sadat; Azadeh Tadjarodi; Ali Maleki

doi:10.1038/s41598-023-43869-2

Fabrication and characterization of a novel catalyst based on modified zirconium metal-organic-framework for synthesis of polyhydroquinolines

Sci Rep. 2023 Oct 3;13(1):16584. doi: 10.1038/s41598-023-43869-2.

Authors

Fatemeh Moghadaskhou¹, Reza Eivazzadeh-Keihan², Zahra Sadat², Azadeh Tadjarodi³, Ali Maleki⁴

Affiliations

¹ Research Laboratory of Inorganic Materials Synthesis, Department of Chemistry, Iran University of Science and Technology, Tehran, 16846-13114, Iran.
² Catalysts and Organic Synthesis Research Laboratory, Department of Chemistry, Iran University of Science and Technology, Tehran, 16846-13114, Iran.
³ Research Laboratory of Inorganic Materials Synthesis, Department of Chemistry, Iran University of Science and Technology, Tehran, 16846-13114, Iran. tajarodi@iust.ac.ir.
⁴ Catalysts and Organic Synthesis Research Laboratory, Department of Chemistry, Iran University of Science and Technology, Tehran, 16846-13114, Iran. maleki@iust.ac.ir.

Abstract

A novel catalyst was fabricated in this study based on zirconium MOF modified with pyridine carboxaldehyde in a solvothermal reaction, embedded with cerium. In order to confirm the catalyst structure, various characterization techniques, including FTIR, Far IR, EDX, XRD, TGA, FE-SEM, ICP, and BET analyses, were employed. The results indicated that the UiO-66-Pyca-Ce (III) catalyst had a Langmuir surface area of 501.63 m²/g, a pore volume of 0.28 cm³/g, and a pore size of 2.27 nm. To study catalytic activity, a sequential approach of Knoevenagel condensation and Michael addition was used to synthesize various polyhydroquinoline derivatives. The reaction took place at ambient temperature. The UiO-66-Pyca-Ce (III) catalyst demonstrated high efficacy (90%) and reusability in asymmetric synthesis of polyhydroquinoline derivatives for several reasons, including the possession of three Lewis acid activation functions.