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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.
Sustainable catalysis is achieved using functionalized cellulose filter paper as a reusable copper catalyst support. This eco-friendly approach enables efficient amine-to-imine conversion with high yields and stability.
Area of Science:
- Green Chemistry
- Materials Science
- Catalysis
Background:
- Developing sustainable catalysts is crucial for environmentally friendly chemical synthesis.
- Cellulose-based materials offer a biodegradable and abundant platform for catalyst immobilization.
- Copper catalysts are widely used but often require efficient recovery and reuse strategies.
Purpose of the Study:
- To develop a novel, reusable catalyst using functionalized cellulose filter paper for copper-catalyzed reactions.
- To investigate the role of thiol functionalization in stabilizing active copper species.
- To demonstrate the catalyst's efficacy in the oxidative coupling of amines to imines.
Main Methods:
- Cellulose filter paper was functionalized with thiol groups using thioglycolic acid.
- Copper species (Cu(II)/Cu(I)) were loaded onto the functionalized paper.
- Spectroscopic techniques were used to characterize the catalyst's structure and copper species.
- The catalyst's performance was evaluated in the oxidative coupling of amines to imines.
Main Results:
- Thiol-functionalized cellulose successfully stabilized highly dispersed Cu2O/CuO nanoparticles.
- The paper-based copper catalyst exhibited excellent efficiency in amine-to-imine oxidative coupling, with yields ranging from 39-99%.
- The catalyst demonstrated high stability and reusability over ten reaction cycles with straightforward recovery.
Conclusions:
- Functionalized cellulose filter paper provides an effective and sustainable support for copper catalysts.
- This approach offers a cost-effective and eco-friendly alternative for synthetic processes.
- The reusable paper-based catalyst has significant potential for green chemistry applications and industrial implementation.
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