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Key Non‐Metal Ingredients for Cu‐catalyzed “Click” Reactions in Glycerol: Nanoparticles as Efficient Forwarders
Authors:Marta Rodríguez‐Rodríguez  Dr Patricia Llanes  Christian Pradel  Prof Miquel A Pericàs  Prof Montserrat Gómez
Institution:1. Laboratoire Hétérochimie Fondamentale et Appliquée (LHFA), UPS and CNRS UMR 5069, Université de Toulouse, Toulouse cedex?9, France;2. Institute of Chemical Research of Catalonia (ICIQ), The Barcelona Institute of Science and Technology, Tarragona, Spain
Abstract:The effect of long‐alkyl‐chain amines in CuI‐assisted azide–alkyne cycloadditions of terminal alkynes with organic azides in glycerol and other environmentally benign solvents (water, ethanol) has been examined. The presence of these additives favors the in situ formation of CuI‐based nanoparticles and results in an increase of the catalytic reactivity. In glycerol, liquid‐phase transmission electron microscopy (TEM) analyses, enabled by the negligible vapor pressure of this solvent, proved that CuI nanoparticles are responsible for the observed catalytic activity. The wide variety of alkynes and azides of which this effect has been investigated (14 combinations) confirms the role played by these additives in Cu‐catalyzed Huisgen cycloadditions.
Keywords:azide–  alkyne cycloaddition  copper  glycerol  long-chain amines  nanoparticles
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