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介绍一种绿色纳米催化方法,用于合成苯并[]吡喃并-[2,3-]菲嗪,该方法利用氧化铜量子点修饰的核壳磁性介孔二氧化硅纳米粒子作为高通量且可重复使用的纳米催化剂。

Introducing a green nanocatalytic process toward the synthesis of benzo[]pyrano-[2,3-]phenazines utilizing copper oxide quantum dot-modified core-shell magnetic mesoporous silica nanoparticles as high throughput and reusable nanocatalysts.

作者信息

Dehnavian Mohaddeseh, Dehghani Abdulhamid, Moradi Leila

机构信息

Department of Organic Chemistry, Faculty of Chemistry, University of Kashan Kashan Iran P.O. Box 8731753153

出版信息

RSC Adv. 2022 Sep 5;12(39):25194-25203. doi: 10.1039/d2ra03887k.

Abstract

In this contribution, a green, simple, efficient, and straightforward nanocatalytic process was developed for the synthesis of benzo[]pyrano[2,3-]phenazine derivatives under mild thermal conditions. In this regard, the copper oxide quantum dot-modified magnetic silica mesoporous nanoparticles (M-MSNs/CuO(QDs)) were synthesized by surface modification of M-MSNs with CuO QDs to prepare a highly powerful magnetic core-shell nanocatalyst. The prepared nanocatalyst was then characterized for its functionality, size, morphology, elemental composition, surface area, crystallinity, and magnetic properties. Afterwards, it was applied for the synthesis of benzo[]pyrano[2,3-]phenazine derivatives under green reaction conditions. The factors affecting the reaction yield were optimized by the one-factor-at-a-time optimization method. Under obtained optimal conditions, the developed method showed a reaction yield range as high as 86-95% for different derivatives. The reusability studies were performed for indexing the cycling stability of the prepared magnetic nanocatalyst. The results exhibited that the catalytic efficiency of the nanocatalyst was saved for at least 5 operational times, showing high cycling stability of M-MSNs/CuO(QDs). Finally, the catalytic performances of the nanocatalyst was compared with the reported ones, revealing that the M-MSNs/CuO(QDs) presents very better performances toward the synthesis of benzo[]pyrano[2,3-]phenazine derivatives than the reported ones.

摘要

在本研究中,开发了一种绿色、简单、高效且直接的纳米催化方法,用于在温和热条件下合成苯并[]吡喃并[2,3 - ]吩嗪衍生物。在此方面,通过用CuO量子点对磁性二氧化硅介孔纳米颗粒(M - MSNs)进行表面改性,合成了氧化铜量子点修饰的磁性二氧化硅介孔纳米颗粒(M - MSNs/CuO(QDs)),以制备一种高效的磁性核壳纳米催化剂。然后对制备的纳米催化剂的功能、尺寸、形态、元素组成、表面积、结晶度和磁性进行了表征。之后,将其应用于绿色反应条件下苯并[]吡喃并[2,3 - ]吩嗪衍生物的合成。通过单因素优化方法对影响反应产率的因素进行了优化。在获得的最佳条件下,所开发的方法对于不同衍生物的反应产率范围高达86 - 95%。进行了可重复使用性研究以评估所制备磁性纳米催化剂的循环稳定性。结果表明,纳米催化剂的催化效率至少能保持5次操作循环,表明M - MSNs/CuO(QDs)具有高循环稳定性。最后,将该纳米催化剂的催化性能与已报道的进行了比较,结果表明M - MSNs/CuO(QDs)在苯并[]吡喃并[2,3 - ]吩嗪衍生物的合成方面表现出比已报道的更好的性能。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6130/9443676/bb17ae5c21ca/d2ra03887k-s1.jpg

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