TY - JOUR
T1 - Efficient alkyne homocoupling catalysed by copper immobilized on functionalized silica
AU - van Gelderen, Laurens
AU - Rothenberg, Gadi
AU - Roberto Calderone, V.
AU - Wilson, Karen
AU - Raveendran Shiju, N.
PY - 2013/1
Y1 - 2013/1
N2 - 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.
AB - 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.
KW - heterogeneous catalysis
KW - oxidative coupling
KW - functionalized silica
KW - copper
UR - http://www.scopus.com/inward/record.url?scp=84871621130&partnerID=8YFLogxK
UR - http://onlinelibrary.wiley.com/doi/10.1002/aoc.2933/abstract
U2 - 10.1002/aoc.2933
DO - 10.1002/aoc.2933
M3 - Article
AN - SCOPUS:84871621130
SN - 0268-2605
VL - 27
SP - 23
EP - 27
JO - Applied Organometallic Chemistry
JF - Applied Organometallic Chemistry
IS - 1
ER -