Synthesis of a novel nanomagnetic N4 bis schiff base complex of copper(ii) as an efficient catalyst for click synthesis of tetrazoles

Chou-Yi Hsu; Ahmed Rafiq AlBajalan; Sameer A Awad; Muath Suliman; Nizomiddin Juraev; Carlos Rodriguez-Benites; Hamad AlMohamadi; Abed J Kadhim

doi:10.1039/d4na00642a

Synthesis of a novel nanomagnetic N₄ bis schiff base complex of copper(ii) as an efficient catalyst for click synthesis of tetrazoles

Nanoscale Adv. 2024 Oct 25;6(24):6408-6419. doi: 10.1039/d4na00642a. Online ahead of print.

Authors

Chou-Yi Hsu¹, Ahmed Rafiq AlBajalan², Sameer A Awad³, Muath Suliman⁴, Nizomiddin Juraev^{5

6}, Carlos Rodriguez-Benites⁷, Hamad AlMohamadi⁸, Abed J Kadhim⁹

Affiliations

¹ Thunderbird School of Global Management, Arizona State University Tempe Campus Phoenix Arizona 85004 USA.
² Petroleum Technology Department, Erbil Polytechnic University Erbil Kurdistan Region Iraq [email protected] [email protected].
³ Department of Medical Laboratories Techniques, College of Health and Medical Technology, University of Al Maarif Al Anbar 31001 Iraq.
⁴ Department of Clinical Laboratory Sciences, College of Applied Medical Sciences, King Khalid University Abha Saudi Arabia.
⁵ Researcher, Faculty of Chemical Engineering, New Uzbekistan University Tashkent Uzbekistan.
⁶ Scientific and Innovation Department, Tashkent State Pedagogical University Tashkent Uzbekistan.
⁷ Universidad Nacional de Trujillo Trujillo Peru.
⁸ Department of Chemical Engineering, Faculty of Engineering, Islamic University of Madinah Madinah Saudi Arabia.
⁹ Department of Medical Engineering, Al-Nisour University College Baghdad Iraq.

Abstract

In this study, we have prepared a novel bis-Schiff-base copper(ii) complex by modifying Fe₃O₄ with acetylacetone functionalities and subsequently forming a Schiff base with 2-picolylamine and CuCl₂ through a template method. Immobilization of 2,4-pentanedione and its reaction with 2-picolylamine enabled the synthesis of 1,3-diketimines (HNacNac) as an anionic ligand. This unique design resulted in a tetradentate N₄ coordination sphere for copper(ii) ion complexation. The resulting heterogeneous catalyst, [Fe₃O₄@Sil-Schiff-base-Cu(ii)], efficiently catalyzed the click condensation of diverse aryl nitriles with sodium azide to produce 5-substituted 1H-tetrazoles in high yields and selectivity. The catalyst demonstrated remarkable stability and recyclability without appreciable loss of catalytic activity, as confirmed by hot filtration and reusability studies.