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负载于磁性羧酸功能化多壁碳纳米管上的l-谷氨酸交联壳聚糖基质中包裹的镍纳米粒子:一种用于绿色一锅法合成多种杂环骨架的新型高效多任务催化体系。

Ni NPs entrapped within a matrix of l-glutamic acid cross-linked chitosan supported on magnetic carboxylic acid-functionalized multi-walled carbon nanotube: a new and efficient multi-task catalytic system for the green one-pot synthesis of diverse heterocyclic frameworks.

作者信息

Hasanpour Galehban Morteza, Zeynizadeh Behzad, Mousavi Hossein

机构信息

Department of Organic Chemistry, Faculty of Chemistry, Urmia University Urmia Iran

出版信息

RSC Adv. 2022 Jun 7;12(26):16454-16478. doi: 10.1039/d1ra08454b. eCollection 2022 Jun 1.

DOI:10.1039/d1ra08454b
PMID:35754864
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9171750/
Abstract

In the present study, a new l-glutamic acid cross-linked chitosan supported on magnetic carboxylic acid-functionalized multi-walled carbon nanotube (FeO/-MWCNT-CS-Glu) nanocomposite was prepared through a convenient one-pot multi-component sequential strategy. Then, nickel nanoparticles (Ni NPs) were entrapped within a matrix of the mentioned nanocomposite. Afterward, the structure of the as-prepared FeO/-MWCNT-CS-Glu/Ni nanosystem was elucidated by various techniques, including FT-IR, PXRD, SEM, TEM, SEM-based EDX and elemental mapping, ICP-OES, TGA/DTA, and VSM. In the next part of this research, the catalytic applications of the mentioned nickel-containing magnetic nanocomposite were assessed upon green one-pot synthesis of diverse heterocyclic frameworks, including bis-coumarins (3a-n), 2-aryl(or heteroaryl)-2,3-dihydroquinazolin-4(1)-ones (5a-r), 9-aryl-3,3,6,6-tetramethyl-3,4,5,6,7,9-hexahydro-1-xanthene-1,8(2)-diones (7a-n), and 2-amino-4-aryl-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4-chromene-3-carbonitriles (9a-n). The good-to-excellent yields of the desired products, satisfactory reaction rates, use of water solvent or solvent-free reaction medium, acceptable turnover numbers (TONs) and turnover frequencies (TOFs), along with comfortable recoverability and satisfying reusability of the as-prepared nanocatalyst for at least eight successive runs, and also easy work-up and purification procedures are some of the advantages of the current synthetic protocols.

摘要

在本研究中,通过简便的一锅多组分连续策略制备了一种负载在磁性羧酸功能化多壁碳纳米管(FeO/-MWCNT-CS-Glu)上的新型L-谷氨酸交联壳聚糖纳米复合材料。然后,将镍纳米颗粒(Ni NPs)包裹在上述纳米复合材料的基质中。随后,通过多种技术对所制备的FeO/-MWCNT-CS-Glu/Ni纳米体系的结构进行了阐明,包括傅里叶变换红外光谱(FT-IR)、粉末X射线衍射(PXRD)、扫描电子显微镜(SEM)、透射电子显微镜(TEM)、基于扫描电子显微镜的能谱分析(EDX)和元素映射、电感耦合等离子体发射光谱(ICP-OES)、热重分析/差示热分析(TGA/DTA)以及振动样品磁强计(VSM)。在本研究的下一部分,在绿色一锅法合成多种杂环骨架的过程中评估了上述含镍磁性纳米复合材料的催化应用,这些杂环骨架包括双香豆素(3a-n)、2-芳基(或杂芳基)-2,3-二氢喹唑啉-4(1)-酮(5a-r)、9-芳基-3,3,6,6-四甲基-3,4,5,6,7,9-六氢-1-占吨-1,8(2)-二酮(7a-n)以及2-氨基-4-芳基-7,7-二甲基-5-氧代-5,6,7,8-四氢-4-色烯-3-甲腈(9a-n)。所需产物的产率良好至优异、反应速率令人满意、使用水溶剂或无溶剂反应介质、可接受的转化数(TONs)和转化频率(TOFs),以及所制备的纳米催化剂至少连续八次运行具有良好的可回收性和令人满意的可重复使用性,还有简便的后处理和纯化程序,这些都是当前合成方案的一些优点。

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RSC Adv. 2021 Sep 7;11(48):29948-29959. doi: 10.1039/d1ra05560g. eCollection 2021 Sep 6.
6
Aminomalononitrile inspired prebiotic chemistry as a novel multicomponent tool for the synthesis of imidazole and purine derivatives with anti-influenza A virus activity.氨基丙二腈激发了益生元化学,成为一种用于合成具有抗甲型流感病毒活性的咪唑和嘌呤衍生物的新型多组分工具。
RSC Adv. 2021 Sep 8;11(48):30020-30029. doi: 10.1039/d1ra05240c. eCollection 2021 Sep 6.
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Zr@IL-FeO MNPs as an efficient and green heterogeneous magnetic nanocatalyst for the one-pot three-component synthesis of highly substituted pyran derivatives under solvent-free conditions.锆负载离子液体修饰的磁性纳米颗粒作为一种高效绿色的多相磁性纳米催化剂,用于在无溶剂条件下一步法三组分合成高取代吡喃衍生物。
RSC Adv. 2021 Jul 5;11(38):23491-23505. doi: 10.1039/d1ra04381a. eCollection 2021 Jul 1.
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Robust, highly active, and stable supported Co(ii) nanoparticles on magnetic cellulose nanofiber-functionalized for the multi-component reactions of piperidines and alcohol oxidation.用于哌啶多组分反应和醇氧化的磁性纤维素纳米纤维功能化负载型Co(ii)纳米颗粒,具有坚固性、高活性和稳定性。
RSC Adv. 2021 Jul 1;11(38):23192-23206. doi: 10.1039/d1ra00208b.
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Magnetically recoverable catalysts for the preparation of pyridine derivatives: an overview.用于制备吡啶衍生物的磁性可回收催化剂:综述
RSC Adv. 2021 May 13;11(28):17456-17477. doi: 10.1039/d1ra02418c. eCollection 2021 May 6.
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Synthesis, characterization and cytotoxicity evaluation of a novel magnetic nanocomposite with iron oxide deposited on cellulose nanofibers with nickel (FeO@NFC@ONSM-Ni).一种新型磁性纳米复合材料(FeO@NFC@ONSM-Ni)的合成、表征及细胞毒性评估,该复合材料为沉积有镍的氧化铁负载于纤维素纳米纤维上。
RSC Adv. 2021 May 12;11(28):17413-17430. doi: 10.1039/d1ra01256h. eCollection 2021 May 6.