Microporous hierarchically Zn-MOF as an efficient catalyst for the Hantzsch synthesis of polyhydroquinolines

Sayed Mohammad Ramish; Arash Ghorbani-Choghamarani; Masoud Mohammadi

doi:10.1038/s41598-022-05411-8

Microporous hierarchically Zn-MOF as an efficient catalyst for the Hantzsch synthesis of polyhydroquinolines

Sci Rep. 2022 Jan 27;12(1):1479. doi: 10.1038/s41598-022-05411-8.

Authors

Sayed Mohammad Ramish¹, Arash Ghorbani-Choghamarani², Masoud Mohammadi¹

Affiliations

¹ Department of Chemistry, Faculty of Science, Ilam University, P. O. BOX. 69315516, Ilam, Iran.
² Department of Organic Chemistry, Faculty of Chemistry, Bu-Ali Sina University, 6517838683, Hamedan, Iran. a.ghorbani@basu.ac.ir.

Abstract

A three-dimensional walnut-like Zn-based MOF microsphere system was designed and synthesized via hydrothermal reaction of zinc salt with 4,6-diamino-2-pyrimidinethiol as a tridentate ligand. Besides, Zn ions were coordinated to the functional groups of the ligand to give a novel Zn-MOF microsphere material. Afterward, the resultant material was thoroughly characterized using various analysis and physico-chemical methods; including, FT-IR, XRD, TGA, EDX, X-ray mapping, SEM, TEM, and BET analysis. The Zn-MOF microspheres were utilized in the Hantzsch reaction for a selective synthesis of asymmetric polyhydroquinolines, using various aromatic aldehydes. Our strategy aims at providing a controlled synthesis of hierarchically nanoporous Zn-MOF microspheres with a well-defined morphology, structure, and excellent catalytic properties. Besides, it would result in having a promising heterogeneous catalyst for a selective synthesis with good yields, short reaction time, a low limit of steric hindrance and electronic effects. Moreover, the heterogeneity of the catalyst is further tested with hot filtration and also the reusability results point.