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Three-Dimensional Radical Covalent Organic Frameworks as Highly Efficient and Stable Catalysts for Selective Oxidation of Alcohols
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2021-08-13 , DOI: 10.1002/anie.202108357
Fengqian Chen 1 , Xinyu Guan 1 , Hui Li 1 , Jiehua Ding 1 , Liangkui Zhu 1 , Bin Tang 2 , Valentin Valtchev 3, 4 , Yushan Yan 5 , Shilun Qiu 1 , Qianrong Fang 1
Affiliation  

With excellent designability, large accessible inner surface, and high chemical stability, covalent organic frameworks (COFs) are promising candidates as metal-free heterogeneous catalysts. Here, we report two 3D radical-based COFs (JUC-565 and JUC-566) in which radical moieties (TEMPO) are uniformly decorated on the channel walls via a bottom-up approach. Based on grafted functional groups and suitable regular channels, these materials open up the application of COFs as highly efficient and selective metal-free redox catalysts in aerobic oxidation of alcohols to relevant aldehydes or ketones with outstanding turn over frequency (TOF) up to 132 h−1, which has exceeded other TEMPO-modified catalytic materials tested under similar conditions. These stable COF-based catalysts could be easily recovered and reused for multiple runs. This study promotes potential applications of 3D functional COFs anchored with stable radicals in organic synthesis and material science.

中文翻译:

三维自由基共价有机骨架作为醇选择性氧化的高效稳定催化剂

共价有机骨架 (COF) 具有出色的可设计性、大的可接近内表面和高化学稳定性,是无金属多相催化剂的有希望的候选者。在这里,我们报告了两种基于 3D 自由基的 COF(JUC-565 和 JUC-566),其中自由基部分(TEMPO)通过自下而上的方法均匀地装饰在通道壁上。基于接枝的官能团和合适的规则通道,这些材料开辟了 COF 作为高效和选择性无金属氧化还原催化剂在醇有氧氧化成相关醛或酮中的应用,具有高达 132 小时的出色转换频率 (TOF) −1,这已经超过了在类似条件下测试的其他 TEMPO 改性催化材料。这些稳定的基于 COF 的催化剂可以轻松回收并重复使用多次。这项研究促进了以稳定自由基为锚定的 3D 功能性 COF 在有机合成和材料科学中的潜在应用。
更新日期:2021-09-27
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