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Updated: May 21, 2025

Imine Metathesis by Silica-Supported Catalysts Using the Methodology of Surface Organometallic Chemistry
Published on: October 18, 2019
Copper-supported thiol-functionalized cellulose as a paper-based catalyst for imine synthesis
Jariyaporn Sangkaworn1, Waranya Limprasart1, Mark Valentin Höfler2
1Department of Chemistry, Faculty of Science, Mahidol University, Rama 6 Road, Bangkok, 10400, Thailand.
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 Cu2O/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.
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