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作为一种用于生产苯并[a]苯并[6,7]色烯并[2,3-c]吩嗪的有影响力的布朗斯特-路易斯酸性催化剂的PDSPTCF的设计与合成。

Design and synthesis of PDSPTCF as an influential Brønsted-Lewis acidic catalyst for the producing benzo[a]benzo[6,7]chromeno[2,3-c]phenazines.

作者信息

Ghribi Wade, Al-Ibadi Muhsen, Ganesan Subbulakshmi, Kumar M Ravi, Jadeja Yashwantsinh, Chohan Jasgurpreet Singh, Chahar Mamata, Verma Rajni, Sapaev I B, Kumar Abhinav

机构信息

Department of Computer Engineering, College of Computer Science, King Khalid University, Al-Faraa, Kingdom of Saudi Arabia.

Department of Chemistry, College of Science, University of Kufa, Najaf, Iraq.

出版信息

Sci Rep. 2024 Dec 2;14(1):29907. doi: 10.1038/s41598-024-78824-2.

Abstract

Initially, 4,4'-(1,4-phenylene)di(sulfonic)pyridinium tetrachloroferrate (PDSPTCF) as a novel organic-inorganic hybrid salt was synthesized and identified by elemental mapping, energy-dispersive X-ray spectroscopy, inductively coupled plasma atomic emission spectrometer, Raman spectroscopy, Fourier-transform infrared spectroscopy, X-ray diffraction, field emission scanning electron microscopy, vibrating-sample magnetometry, and thermal gravimetric (TG) techniques. Then, the catalytic performance of this hybrid salt was assessed for the producing benzo[a]benzo[6,7]chromeno[2,3-c]phenazine derivatives via one-pot multicomponent domino reaction (MDR) of benzene-1,2-diamine, 2-hydroxynaphthalene-1,4-dione and aldehydes under optimal conditions (70 °C, solvent-free, 5 mol% PDSPTCF) in short reaction times and high yields. Highly efficacy of the PDSPTCF for the production of benzo[a]pyrano[2,3-c]phenazines can be assigned to the synergistic effect of Lewis and Brønsted acids, and having two positions of each acid (i.e., FeCl- and -SOH). In addition, this catalyst showed good reproducibility with six cycles of recycling.

摘要

首先,合成了一种新型有机-无机杂化盐4,4'-(1,4-亚苯基)二(磺酸)吡啶四氯铁酸盐(PDSPTCF),并通过元素映射、能量色散X射线光谱、电感耦合等离子体原子发射光谱仪、拉曼光谱、傅里叶变换红外光谱、X射线衍射、场发射扫描电子显微镜、振动样品磁强计和热重(TG)技术对其进行了鉴定。然后,在最佳条件(70°C,无溶剂,5 mol% PDSPTCF)下,通过苯-1,2-二胺、2-羟基萘-1,4-二酮和醛的一锅多组分多米诺反应(MDR),在短反应时间和高收率的条件下,评估了这种杂化盐对制备苯并[a]苯并[6,7]色烯并[2,3-c]吩嗪衍生物的催化性能。PDSPTCF对苯并[a]吡喃并[2,3-c]吩嗪生产的高效性可归因于路易斯酸和布朗斯特酸的协同作用,且每种酸有两个位点(即FeCl-和-SOH)。此外,该催化剂在六个循环的回收过程中表现出良好的可重复性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5b46/11612410/fa1ead43c014/41598_2024_78824_Fig1_HTML.jpg

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