Efficient alkyne homocoupling catalysed by copper immobilized on functionalized silica

Laurens van Gelderen, Gadi Rothenberg, V. Roberto Calderone, Karen Wilson, N. Raveendran Shiju

Research output: Contribution to journalArticlepeer-review


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.
Original languageEnglish
Pages (from-to)23-27
Number of pages5
JournalApplied Organometallic Chemistry
Issue number1
Early online date3 Dec 2012
Publication statusPublished - Jan 2013


  • heterogeneous catalysis
  • oxidative coupling
  • functionalized silica
  • copper


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