First example of “click” copper(I) catalyzed azide-alkyne cycloaddition in supercritical carbon dioxide: application to the functionalization of aliphatic polyesters

Bruno Grignard; Stephanie Schmeits; Raphaël Riva; Christophe Detrembleur; Philippe Lecomte; Christine Jérôme

doi:10.1039/B822924D

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Green Chemistry

Issue 10, 2009

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First example of “click” copper(I) catalyzed azide-alkyne cycloaddition in supercritical carbon dioxide: application to the functionalization of aliphatic polyesters

Bruno Grignard , Stephanie Schmeits , Raphaël Riva , Christophe Detrembleur , Philippe Lecomte and Christine Jérôme

Green Chem., 2009, 11, 1525-1529

DOI: 10.1039/B822924D
Received 24 Dec 2008, Accepted 21 Jul 2009
First published on the web 18 Aug 2009

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The modification of aliphatic polyesters by the copper(I) catalyzed azide-alkyne cycloaddition (CuAAC) was successfully implemented in supercritical carbon dioxide (scCO₂). Due to the remarkable properties of scCO₂, the CuAAC reaction turned out to be quantitative even though the aliphatic polyesters used in this work were insoluble in scCO₂ Interestingly enough, the conditions were mild enough to prevent polymer degradation from occurring and finally, efficient removal of the catalyst (>96%) was achieved by scCO₂ extraction.

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Bruno Grignard
Stephanie Schmeits
Raphaël Riva
Christophe Detrembleur
Philippe Lecomte
Christine Jérôme

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Green Chemistry

First example of “click” copper(I) catalyzed azide-alkyne cycloaddition in supercritical carbon dioxide: application to the functionalization of aliphatic polyesters

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