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新型类UiO-NH的锆基金属有机框架材料(Basu-DPU)作为制备新型6-色烯并[4,3-]喹啉-6-酮的优良催化剂。

Novel UiO-NH-like Zr-Based MOF (Basu-DPU) as an Excellent Catalyst for Preparation of New 6-Chromeno[4,3-]quinolin-6-ones.

作者信息

Beiranvand Masoumeh, Habibi Davood, Khodakarami Hosein

机构信息

Department of Organic Chemistry, Faculty of Chemistry, Bu-Ali Sina University, Hamedan 6517838683, Iran.

出版信息

ACS Omega. 2023 Jul 12;8(29):25924-25937. doi: 10.1021/acsomega.3c01793. eCollection 2023 Jul 25.

Abstract

A new two-fold interpenetrated pillar-layered metal-organic framework (MOF) was designed and synthesized based on zirconium cations, an amine-functionalized ligand, and a linear -bidentate bis-pyridine ligand. The structure of the prepared framework was evaluated using various techniques, such as Fourier transform infrared (FTIR), C NMR, energy-dispersive X-ray (EDX), elemental mapping analysis, scanning electron microscopy (SEM), X-ray diffraction (XRD), thermogravimetric analysis/differential thermal analysis (TGA/DTA), and Brunauer-Emmett-Teller (BET). Then, catalytic application of the prepared zirconium-based MOF was successfully explored in the synthesis of novel 6-chromeno[4,3-]quinolin-6-ones through a one-pot three-component condensation reaction of 4-hydroxycumarine, 1-naphthylamine, and aromatic aldehydes under solvent-free conditions at 110 °C. The pure products were obtained with high atom efficiency (AE) and short reaction times and characterized by FTIR, NMR, and mass spectrometry techniques.

摘要

基于锆阳离子、胺功能化配体和线性双齿双吡啶配体,设计并合成了一种新型的具有双重互穿结构的柱层状金属有机框架材料(MOF)。使用多种技术对制备的框架结构进行了评估,如傅里叶变换红外光谱(FTIR)、碳核磁共振(C NMR)、能量色散X射线光谱(EDX)、元素映射分析、扫描电子显微镜(SEM)、X射线衍射(XRD)、热重分析/差示热分析(TGA/DTA)以及布鲁诺尔-埃米特-泰勒比表面积测定法(BET)。然后,在110℃无溶剂条件下,通过4-羟基香豆素、1-萘胺和芳香醛的一锅三组分缩合反应,成功探索了所制备的锆基金属有机框架材料在新型6-色烯并[4,3-b]喹啉-6-酮合成中的催化应用。以高原子效率(AE)和短反应时间获得了纯产物,并通过FTIR、NMR和质谱技术对其进行了表征。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/92a5/10373189/b8c6db4a88d8/ao3c01793_0002.jpg

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