Nanomagnetic macrocyclic Schiff-base–Mn(ii) complex: an efficient heterogeneous catalyst for click approach synthesis of novel β-substitued-1,2,3-triazoles |
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| Authors: | Saade Abdalkareem Jasim Yassine Riadi Hasan Sh. Majdi Usama S. Altimari |
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| Affiliation: | Medical Laboratory Techniques Department, Al-Maarif University College, Al-Anbar-Ramadi Iraq ; Department of Pharmaceutics, College of Pharmacy, Prince Sattam Bin Abdulaziz University, Al-Kharj 11942 Saudi Arabia.; Department Chemical Engineering and Petroleum Industries, Al-Mustaqbal University College, 51001 Iraq ; Department of Pharmaceutics, Al-Nisour University College, Baghdad Iraq |
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| Abstract: | In the present work, a novel symmetrical 15-membered macrocyclic Schiff base complex of manganese was prepared using the reaction of the synthetic 2,6-diacetylpyridine functionalized Fe3O4 MNPs with 2,2-(piperazine-1,4-diyl)dianiline and Mn(ii) bromide salt via a template approach. The resulting [Fe3O4@PAM–Schiff-base–Mn][ClO4] heterogenized complex was characterized using FT-IR, XRD, BET, TGA, EDX, Xray-mapping, SEM, TEM and VSM analysis. To demonstrate proof of concept, Huisgen 1,3-dipolar cycloaddition synthesis of 1,2,3-triazoles was selected to evaluate the activity and reusability of the catalyst. The ethanol as a green solvent proved to be an excellent reaction medium for this synthesis. Yields of up to 100% were obtained in some cases. Significantly, as demonstrated, [Fe3O4@PAM–Schiff-base–Mn][ClO4] catalyst was recycled for 8 cycles without losing catalytic activity under the optimized reaction conditions. The hot filtration and ICP-OES tests ratified that there was no leaching of metal during the catalytic reaction, indicating the heterogeneous manner of the catalyst.A 15-membered macrocyclic Schiff base complex of manganese catalyzed the Huisgen 1,3-dipolar cycloaddition reactions has been developed and yielding a wide variety of 1,2,3-triazoles derivatives in good to excellent yields. |
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