Efficient alkyne homocoupling catalysed by copper immobilized on functionalized silica |
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Authors: | Laurens van Gelderen Gadi Rothenberg V Roberto Calderone Karen Wilson N Raveendran Shiju |
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Institution: | 1. Van't Hoff Institute for Molecular Sciences, University of Amsterdam, , 1098XH Amsterdam, The Netherlands;2. School of Chemistry, Cardiff University, , Cardiff, CF10 3AT UK |
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Abstract: | Copper immobilized on a functionalized silica support is a good catalyst for the homocoupling of terminal alkynes. The so‐called Glaser–Hay coupling reaction can be run in air with catalytic amounts of base. The copper catalyst is active for multiple substituted alkynes, in both polar and non‐polar solvents, with good to excellent yields (75–95%). Depending on the alkyne, full conversion can be achieved within 3–24 h. The catalyst was characterized by TGA, inductively coupled plasma and X‐ray photoelectron spectroscopy. Leaching tests confirm that the catalyst is and remains heterogeneous. Importantly, the overall reaction requires only alkyne and oxygen (in this case, air) as reagents, making this a clean catalytic oxidative coupling reaction. Copyright © 2012 John Wiley & Sons, Ltd. |
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Keywords: | heterogeneous catalysis oxidative coupling functionalized silica copper |
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