Harnessing the Dual Properties of Thiol-Grafted Cellulose Paper for Click Reactions: A Powerful Reducing Agent and Adsorbent for Cu
Dr. Jordi Rull-Barrull
Université de Nantes, UFR des Sciences et des Techniques, CNRS UMR 6230, CEISAM, 2 rue de la Houssinière, 44322 Nantes Cedex 3, France
These authors contributed equally to this work.
Search for more papers by this authorMartin d'Halluin
Université de Nantes, UFR des Sciences et des Techniques, CNRS UMR 6230, CEISAM, 2 rue de la Houssinière, 44322 Nantes Cedex 3, France
These authors contributed equally to this work.
Search for more papers by this authorDr. Erwan Le Grognec
Université de Nantes, UFR des Sciences et des Techniques, CNRS UMR 6230, CEISAM, 2 rue de la Houssinière, 44322 Nantes Cedex 3, France
Search for more papers by this authorCorresponding Author
Prof. Dr. François-Xavier Felpin
Université de Nantes, UFR des Sciences et des Techniques, CNRS UMR 6230, CEISAM, 2 rue de la Houssinière, 44322 Nantes Cedex 3, France
Institut Universitaire de France, 1, rue Descartes, 75005 Paris Cedex 5, France
Search for more papers by this authorDr. Jordi Rull-Barrull
Université de Nantes, UFR des Sciences et des Techniques, CNRS UMR 6230, CEISAM, 2 rue de la Houssinière, 44322 Nantes Cedex 3, France
These authors contributed equally to this work.
Search for more papers by this authorMartin d'Halluin
Université de Nantes, UFR des Sciences et des Techniques, CNRS UMR 6230, CEISAM, 2 rue de la Houssinière, 44322 Nantes Cedex 3, France
These authors contributed equally to this work.
Search for more papers by this authorDr. Erwan Le Grognec
Université de Nantes, UFR des Sciences et des Techniques, CNRS UMR 6230, CEISAM, 2 rue de la Houssinière, 44322 Nantes Cedex 3, France
Search for more papers by this authorCorresponding Author
Prof. Dr. François-Xavier Felpin
Université de Nantes, UFR des Sciences et des Techniques, CNRS UMR 6230, CEISAM, 2 rue de la Houssinière, 44322 Nantes Cedex 3, France
Institut Universitaire de France, 1, rue Descartes, 75005 Paris Cedex 5, France
Search for more papers by this authorGraphical Abstract
Looks good on paper: An approach that exploits the dual properties of thiol-grafted cellulose paper for promoting copper-catalyzed [3+2]-cycloaddition of organic azides with alkynes and adsorbing residual copper species in solution was developed. Thiol-grafted cellulose paper effects the reduction of CuII to catalytically active CuI and acts as a powerful adsorbent for copper, thereby facilitating the work-up process.
Abstract
A new approach exploiting the dual properties of thiol-grafted cellulose paper for promoting copper-catalyzed [3+2]-cycloadditions of organic azides with alkynes and adsorbing residual copper species in solution was developed. The thiol-grafted cellulose paper, used as a paper strip, effects the reduction of CuII to catalytically active CuI and acts as a powerful adsorbent for copper, thereby facilitating the work-up process and leaving the crude mixture almost free of copper residues after a single filtration.
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