Chou-Yi Hsu, Ahmed Rafiq AlBajalan, Sameer A. Awad, Muath Suliman, Nizomiddin Juraev, Carlos Rodriguez-Benites, Hamad AlMohamadi and Abed J. Kadhim
{"title":"合成新型纳米磁性 N4 双锡基铜(ii)络合物,作为点击合成四唑的高效催化剂。","authors":"Chou-Yi Hsu, Ahmed Rafiq AlBajalan, Sameer A. Awad, Muath Suliman, Nizomiddin Juraev, Carlos Rodriguez-Benites, Hamad AlMohamadi and Abed J. Kadhim","doi":"10.1039/D4NA00642A","DOIUrl":null,"url":null,"abstract":"<p >In this study, we have prepared a novel bis-Schiff-base copper(<small>II</small>) complex by modifying Fe<small><sub>3</sub></small>O<small><sub>4</sub></small> with acetylacetone functionalities and subsequently forming a Schiff base with 2-picolylamine and CuCl<small><sub>2</sub></small> 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 N<small><sub>4</sub></small> coordination sphere for copper(<small>II</small>) ion complexation. The resulting heterogeneous catalyst, [Fe<small><sub>3</sub></small>O<small><sub>4</sub></small>@Sil-Schiff-base-Cu(<small>II</small>)], efficiently catalyzed the click condensation of diverse aryl nitriles with sodium azide to produce 5-substituted 1<em>H</em>-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.</p>","PeriodicalId":18806,"journal":{"name":"Nanoscale Advances","volume":" 24","pages":" 6408-6419"},"PeriodicalIF":4.6000,"publicationDate":"2024-10-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11533056/pdf/","citationCount":"0","resultStr":"{\"title\":\"Synthesis of a novel nanomagnetic N4 bis schiff base complex of copper(ii) as an efficient catalyst for click synthesis of tetrazoles\",\"authors\":\"Chou-Yi Hsu, Ahmed Rafiq AlBajalan, Sameer A. Awad, Muath Suliman, Nizomiddin Juraev, Carlos Rodriguez-Benites, Hamad AlMohamadi and Abed J. Kadhim\",\"doi\":\"10.1039/D4NA00642A\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >In this study, we have prepared a novel bis-Schiff-base copper(<small>II</small>) complex by modifying Fe<small><sub>3</sub></small>O<small><sub>4</sub></small> with acetylacetone functionalities and subsequently forming a Schiff base with 2-picolylamine and CuCl<small><sub>2</sub></small> 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 N<small><sub>4</sub></small> coordination sphere for copper(<small>II</small>) ion complexation. The resulting heterogeneous catalyst, [Fe<small><sub>3</sub></small>O<small><sub>4</sub></small>@Sil-Schiff-base-Cu(<small>II</small>)], efficiently catalyzed the click condensation of diverse aryl nitriles with sodium azide to produce 5-substituted 1<em>H</em>-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.</p>\",\"PeriodicalId\":18806,\"journal\":{\"name\":\"Nanoscale Advances\",\"volume\":\" 24\",\"pages\":\" 6408-6419\"},\"PeriodicalIF\":4.6000,\"publicationDate\":\"2024-10-25\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11533056/pdf/\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Nanoscale Advances\",\"FirstCategoryId\":\"88\",\"ListUrlMain\":\"https://pubs.rsc.org/en/content/articlelanding/2024/na/d4na00642a\",\"RegionNum\":3,\"RegionCategory\":\"材料科学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Nanoscale Advances","FirstCategoryId":"88","ListUrlMain":"https://pubs.rsc.org/en/content/articlelanding/2024/na/d4na00642a","RegionNum":3,"RegionCategory":"材料科学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
Synthesis of a novel nanomagnetic N4 bis schiff base complex of copper(ii) as an efficient catalyst for click synthesis of tetrazoles
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.