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铜负载的硫醇官能化纤维素作为用于亚胺合成的纸基催化剂。

Copper-supported thiol-functionalized cellulose as a paper-based catalyst for imine synthesis.

作者信息

Sangkaworn Jariyaporn, Limprasart Waranya, Höfler Mark Valentin, Gutmann Torsten, Pornsuwan Soraya, Bunchuay Thanthapatra, Tantirungrotechai Jonggol

机构信息

Department of Chemistry, Faculty of Science, Mahidol University, Rama 6 Road, Bangkok, 10400, Thailand.

Institute for Inorganic and Physical Chemistry, Technical University Darmstadt, Peter-Grünberg Strasse 8, 64287, Darmstadt, Germany.

出版信息

Sci Rep. 2025 Mar 22;15(1):9893. doi: 10.1038/s41598-025-95144-1.

Abstract

This study presents an appealing approach to sustainable catalysis using cellulose filter paper as a support for copper-catalyzed reactions. The paper was functionalized with thiol groups through a reaction with thioglycolic acid, which served a dual purpose: partially reducing Cu(II) to Cu(I) and stabilizing active copper species via Cu-S interactions. Spectroscopic analysis confirmed the formation of highly dispersed multi-valent CuO/CuO on the thiol-functionalized cellulose, resulting in a highly efficient copper catalyst. This catalyst demonstrated excellent performance in the oxidative coupling of various amines to imines, achieving yields of 39-99% within 10-30 min. A key advantage of this system is its reusability; the catalyst maintained remarkable stability and activity over ten reaction cycles with straightforward recovery. This paper-based catalyst offers a promising strategy for eco-friendly and cost-effective synthetic processes, with significant implications for green chemistry and industrial applications.

摘要

本研究提出了一种颇具吸引力的可持续催化方法,即使用纤维素滤纸作为铜催化反应的载体。通过与巯基乙酸反应,滤纸被巯基官能化,这起到了双重作用:将部分Cu(II)还原为Cu(I),并通过Cu-S相互作用稳定活性铜物种。光谱分析证实,在巯基官能化的纤维素上形成了高度分散的多价CuO/CuO,从而得到了一种高效的铜催化剂。该催化剂在各种胺氧化偶联生成亚胺的反应中表现出优异的性能,在10 - 30分钟内产率达到39 - 99%。该体系的一个关键优势是其可重复使用性;催化剂在十个反应循环中保持了显著的稳定性和活性,且回收简便。这种纸质催化剂为环保且经济高效的合成过程提供了一种有前景的策略,对绿色化学和工业应用具有重要意义。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ed08/11929769/a62172f4608f/41598_2025_95144_Fig1_HTML.jpg

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