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Issue 12, 2012
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Topological loading of Cu(i) catalysts onto crystalline cellulose nanofibrils for the Huisgen click reaction

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Abstract

Topological loading of monovalent copper ions (Cu(I)) onto the crystal surfaces of 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO)-oxidized cellulose nanofibrils (TOCNs), which have a large number of sodium (Na) carboxylate groups on their surfaces, was achieved through ion exchange between Na and Cu species. The Cu-loaded TOCNs were fabricated into aerogels by a freeze-dry treatment. The as-prepared Cu–TOCN aerogel demonstrated an excellent catalytic efficiency for the azidealkyne Huisgen [3 + 2] cycloaddition reaction, indicating that the Cu(I) catalysts are highly dispersed and exposed on the entire surfaces of crystalline TOCNs, allowing effective contact with the reactants. The Cu–TOCN aerogel was recoverable from the reaction system and Cu(I) catalysts were extensively immobilized on TOCNs during the reaction. It is noteworthy that TOCNs can be easily obtained from native cellulose, which is the most abundant and renewable biomass. Thus, the Cu–TOCN aerogel is a high-performance and environment-friendly catalyst, and this novel technique is expected to comprise a promising approach toward green and sustainable development.

Graphical abstract: Topological loading of Cu(i) catalysts onto crystalline cellulose nanofibrils for the Huisgen click reaction

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Article information


Submitted
04 Nov 2011
Accepted
06 Jan 2012
First published
08 Feb 2012

J. Mater. Chem., 2012,22, 5538-5542
Article type
Paper

Topological loading of Cu(I) catalysts onto crystalline cellulose nanofibrils for the Huisgen click reaction

H. Koga, A. Azetsu, E. Tokunaga, T. Saito, A. Isogai and T. Kitaoka, J. Mater. Chem., 2012, 22, 5538
DOI: 10.1039/C2JM15661J

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