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磁性间苯二酚-甲醛负载靛红-席夫碱/铁作为一种用于合成吡喃并[2,3 -]嘧啶的绿色可重复使用的纳米催化剂。

Magnetic resorcinol-formaldehyde supported isatin-Schiff-base/Fe as a green and reusable nanocatalyst for the synthesis of pyrano[2,3-]pyrimidines.

作者信息

Kiani Fatemeh, Elhamifar Dawood, Kargar Shiva

机构信息

Department of Chemistry, Yasouj University Yasouj 75918-74831 Iran

出版信息

Nanoscale Adv. 2025 Jan 20;7(6):1552-1560. doi: 10.1039/d4na00775a. eCollection 2025 Mar 11.

Abstract

Herein, a novel magnetic resorcinol-formaldehyde-supported isatin-Schiff-base/Fe complex (FeO@RF-ISB/Fe) is prepared and characterized and its catalytic performance is investigated in the synthesis of pyrano[2,3-]pyrimidines. The FeO@RF-ISB nanomaterial was prepared through the chemical immobilization of (3-aminopropyl)trimethoxysilane over the FeO@RF composite, followed by treatment with isatin. The FeO@RF-ISB was then reacted with FeCl·6HO to afford the FeO@RF-ISB/Fe nanocatalyst. Characterization through FT-IR, EDX, PXRD, VSM, SEM and ICP techniques confirmed that the magnetite surface was successfully modified with RF/ISB-Fe while preserving its crystalline structure. The SEM image revealed spherical particles with an average size of 44 nm for the designed nanocomposite. Various aromatic aldehydes were used as substrates in the presence of 0.01 g of FeO@RF-ISB/Fe to give the corresponding pyranopyrimidines in high yields (88-95%) within short reaction times (30-55 minutes) at RT. The designed magnetic catalyst maintained its activity for nine runs.

摘要

在此,制备并表征了一种新型的磁性间苯二酚 - 甲醛负载异吲哚啉 - 席夫碱/铁配合物(FeO@RF - ISB/Fe),并研究了其在吡喃并[2,3 - ]嘧啶合成中的催化性能。FeO@RF - ISB纳米材料是通过将(3 - 氨丙基)三甲氧基硅烷化学固定在FeO@RF复合材料上,然后用异吲哚啉处理而制备的。然后使FeO@RF - ISB与FeCl₃·6H₂O反应,得到FeO@RF - ISB/Fe纳米催化剂。通过FT - IR、EDX、PXRD、VSM、SEM和ICP技术进行的表征证实,磁铁矿表面成功地用RF/ISB - Fe进行了改性,同时保留了其晶体结构。SEM图像显示,所设计的纳米复合材料的球形颗粒平均尺寸为44nm。在室温下,以0.01g FeO@RF - ISB/Fe为催化剂,使用各种芳香醛作为底物,在短反应时间(30 - 55分钟)内以高收率(88 - 95%)得到相应的吡喃嘧啶。所设计的磁性催化剂在九次循环中保持其活性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/159c/11895501/f52f4e932eb5/d4na00775a-s1.jpg

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