Three‐Dimensional Radical Covalent Organic Frameworks as Highly Efficient and Stable Catalysts for Selective Oxidation of Alcohols

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 uniforml...

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Veröffentlicht in:Angewandte Chemie International Edition Jg. 60; H. 41; S. 22230 - 22235
Hauptverfasser: Chen, Fengqian, Guan, Xinyu, Li, Hui, Ding, Jiehua, Zhu, Liangkui, Tang, Bin, Valtchev, Valentin, Yan, Yushan, Qiu, Shilun, Fang, Qianrong
Format: Journal Article
Sprache:Englisch
Veröffentlicht: WEINHEIM Wiley 04.10.2021
Wiley Subscription Services, Inc
Ausgabe:International ed. in English
Schlagworte:
alcohol oxidation
Alcohols
Aldehydes
Catalysts
Chemistry
Chemistry, Multidisciplinary
covalent organic frameworks
Dimensional stability
Functional groups
functionalization
Ketones
Oxidation
Physical Sciences
Radicals
Science & Technology
selectivity
Surface stability
alcohol oxidation
functionalization
selectivity
covalent organic frameworks
radicals
NITROXYL RADICALS
AEROBIC OXIDATION
TEMPO
CRYSTALLINE
ISSN:1433-7851, 1521-3773, 1521-3773
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Zusammenfassung: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. Three‐dimensional covalent organic frameworks (COFs) decorated with nitroxyl radicals are successfully prepared and employed as mild, efficient, and recyclable catalysts for selective oxidation of alcohols to aldehydes or ketones.
Bibliographie:These authors contributed equally to this work.
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ISSN:1433-7851
1521-3773
1521-3773
DOI:10.1002/anie.202108357