Preparation of palygorskite grafted fluorescent covalent organic framework and the application in CC coupling reactions

IF 1.5 4区化学 Q3 CHEMISTRY, ORGANIC

Tetrahedron Letters Pub Date : 2025-05-12 DOI:10.1016/j.tetlet.2025.155641

Yun Lei , Xinyu Bai , Shuo Tian , Xin Wang , Huiying Zhan , Haixiong Shi , Penghui Zhang , Shuxia Zhang , Jixia Wang , Xuan Yao , Quanlu Yang , Shang Wu

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Abstract

The fluorescent material Pal/COF-SNW is obtained by grafting a fluorescent covalent organic frameworks (COF-SNW) onto the surface of palygorskite with covalent bonds. Pal/COF-SNW shows strong fluorescence in THF solution and achieved effective detection of metal Pd²⁺. Interestingly, the metal palladium attaching to the COF-SNW can be initially determined by the fluorescence change before and after the addition of Pd²⁺, without relying on a series of physical characterization. At the same time, Pal/COF-SNW can also be applied as a good supporter for heterogeneous catalysts. The synthesized Pd-COF-SNW displays an outstanding catalytic activity for Suzuki-Miyaura and Heck coupling reactions in the aqueous phase and obtains the desired products in good to excellent yields, even the partner of coupling reaction is aryl chlorides. It is noteworthy that the catalysts is stable and recycling, it could be used at least seven times continuously without obvious leaching out of the palladium.

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坡缕石接枝荧光共价有机骨架的制备及其在CC偶联反应中的应用

将荧光共价有机骨架（COF-SNW）通过共价键接枝到坡缕石表面得到荧光材料Pal/COF-SNW。Pal/COF-SNW在THF溶液中表现出较强的荧光，实现了对金属Pd2+的有效检测。有趣的是，附着在COF-SNW上的金属钯可以通过加入Pd2+前后的荧光变化来初步确定，而不依赖于一系列的物理表征。同时，Pal/COF-SNW也可以作为多相催化剂的良好载体。合成的Pd-COF-SNW在水相中对Suzuki-Miyaura和Heck偶联反应表现出优异的催化活性，即使偶联反应的伙伴是芳酰氯，也能以优异的收率得到所需的产物。值得注意的是，该催化剂具有稳定性和可回收性，可连续使用至少7次，无明显的钯浸出。

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来源期刊

Tetrahedron Letters 化学-有机化学

CiteScore

3.50

自引率

5.60%

发文量

521

审稿时长

28 days

期刊介绍： Tetrahedron Letters provides maximum dissemination of outstanding developments in organic chemistry. The journal is published weekly and covers developments in techniques, structures, methods and conclusions in experimental and theoretical organic chemistry. Rapid publication of timely and significant research results enables researchers from all over the world to transmit quickly their new contributions to large, international audiences.