Amino-induced cadmium metal-organic framework based on thiazole ligand as a heterogeneous catalyst for the epoxidation of alkenes

Fatemeh Moghadaskhou; Akram Karbalaee Hosseini; Azadeh Tadjarodi; Mehdi Abroudi

doi:10.1038/s41598-023-42666-1

Amino-induced cadmium metal-organic framework based on thiazole ligand as a heterogeneous catalyst for the epoxidation of alkenes

Sci Rep. 2023 Sep 16;13(1):15391. doi: 10.1038/s41598-023-42666-1.

Authors

Fatemeh Moghadaskhou¹, Akram Karbalaee Hosseini¹, Azadeh Tadjarodi², Mehdi Abroudi¹

Affiliations

¹ Research Laboratory of Inorganic Materials Synthesis, Department of Chemistry, Iran University of Science and Technology (IUST), Tehran, 16846-13114, Iran.
² Research Laboratory of Inorganic Materials Synthesis, Department of Chemistry, Iran University of Science and Technology (IUST), Tehran, 16846-13114, Iran. tajarodi@iust.ac.ir.

Abstract

Selective epoxidation of olefins is of high interest in the chemical industry due to the many applications of epoxides. This study reports on the synthesis of Cd-MOF, [Cd(DPTTZ)(5-AIP)] (IUST-1) (where DPTTZ = 2, 5-di (pyridine-4-yl) thiazolo [5, 4-d] thiazole, 5-AIP = 5-Aminoisophthalic acid), by a reflux method, which can be considered as a fast and simple process. The morphology and structure of the synthesized IUST-1 were determined by using FE-SEM (Field Emission Scanning Electron Microscopy), EDX (Energy Dispersive Analysis of X-ray), Mapping (Elemental Mapping), CHNS (Elemental analysis), XRD (X-Ray Diffraction), FT-IR (Fourier Transform Infrared), and TGA (Thermo Gravimetric Analysis). The epoxidation of cyclooctene was investigated using the activity of catalytic IUST-1. The results showed that in the presence of tert-butyl hydroperoxide and CCl₄ in a 1:2 alkene/oxidant ratio, a high epoxide yield (99.8%) was obtained. In addition, IUST-1 can be easily separated by simple filtration and recycled five times successfully with a slight decrease in activity. This compound has some advantages such as high yield, short reaction time, and ease of reuse, which make it a suitable heterogeneous catalyst for the epoxidation of cyclooctene.