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PMO-immobilized Au-I-NHC complexes : heterogeneous catalysts for sustainable processes

Els De Canck, Fady Nahra (UGent), Kevin Bevernaege, Sofie Vanden Broeck, Judith Ouwehand (UGent), Diederick Maes, Steven Nolan (UGent) and Pascal Van Der Voort (UGent)
(2018) CHEMPHYSCHEM. 19(4). p.430-436
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Abstract
A stable periodic mesoporous organosilica (PMO) with accessible sulfonic acid functionalities is prepared via a one-pot-synthesis and is used as solid support for highly active catalysts, consisting of gold(I)-N-heterocyclic carbene (NHC) complexes. The gold complexes are successfully immobilized on the nanoporous hybrid material via a straightforward acid-base reaction with the corresponding [Au(OH)(NHC)] synthon. This catalyst design strategy results in a boomerang-type catalyst, allowing the active species to detach from the surface to perform the catalysis and then to recombine with the solid after all the starting material is consumed. This boomerang behavior is assessed in the hydration of alkynes. The tested catalysts were found to be active in the latter reaction, and after an acidic work-up, the IPr*-based gold catalyst can be recovered and then reused several times without any loss in efficiency.
Keywords
alkyne hydration, gold, heterogeneous catalysis, N-heterocyclic carbene, periodic mesoporus organosilica, PERIODIC MESOPOROUS ORGANOSILICA, HETEROCYCLIC CARBENE COMPLEXES, SILVER-FREE PROTOCOLS, GOLD CATALYSIS, ORGANIC-REACTIONS, ROOM-TEMPERATURE, SECONDARY ALCOHOLS, METAL-COMPLEXES, ALKYNES, HYDRATION

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Chicago
De Canck, Els, Fady Nahra, Kevin Bevernaege, Sofie Vanden Broeck, Judith Ouwehand, Diederick Maes, Steven Nolan, and Pascal Van Der Voort. 2018. “PMO-immobilized Au-I-NHC Complexes : Heterogeneous Catalysts for Sustainable Processes.” Chemphyschem 19 (4): 430–436.
APA
De Canck, E., Nahra, F., Bevernaege, K., Vanden Broeck, S., Ouwehand, J., Maes, D., Nolan, S., et al. (2018). PMO-immobilized Au-I-NHC complexes : heterogeneous catalysts for sustainable processes. CHEMPHYSCHEM, 19(4), 430–436.
Vancouver
1.
De Canck E, Nahra F, Bevernaege K, Vanden Broeck S, Ouwehand J, Maes D, et al. PMO-immobilized Au-I-NHC complexes : heterogeneous catalysts for sustainable processes. CHEMPHYSCHEM. 2018;19(4):430–6.
MLA
De Canck, Els, Fady Nahra, Kevin Bevernaege, et al. “PMO-immobilized Au-I-NHC Complexes : Heterogeneous Catalysts for Sustainable Processes.” CHEMPHYSCHEM 19.4 (2018): 430–436. Print.
@article{8555187,
  abstract     = {A stable periodic mesoporous organosilica (PMO) with accessible sulfonic acid functionalities is prepared via a one-pot-synthesis and is used as solid support for highly active catalysts, consisting of gold(I)-N-heterocyclic carbene (NHC) complexes. The gold complexes are successfully immobilized on the nanoporous hybrid material via a straightforward acid-base reaction with the corresponding [Au(OH)(NHC)] synthon. This catalyst design strategy results in a boomerang-type catalyst, allowing the active species to detach from the surface to perform the catalysis and then to recombine with the solid after all the starting material is consumed. This boomerang behavior is assessed in the hydration of alkynes. The tested catalysts were found to be active in the latter reaction, and after an acidic work-up, the IPr*-based gold catalyst can be recovered and then reused several times without any loss in efficiency.},
  author       = {De Canck, Els and Nahra, Fady and Bevernaege, Kevin and Vanden Broeck, Sofie and Ouwehand, Judith and Maes, Diederick and Nolan, Steven and Van Der Voort, Pascal},
  issn         = {1439-4235},
  journal      = {CHEMPHYSCHEM},
  keyword      = {alkyne hydration,gold,heterogeneous catalysis,N-heterocyclic carbene,periodic mesoporus organosilica,PERIODIC MESOPOROUS ORGANOSILICA,HETEROCYCLIC CARBENE COMPLEXES,SILVER-FREE PROTOCOLS,GOLD CATALYSIS,ORGANIC-REACTIONS,ROOM-TEMPERATURE,SECONDARY ALCOHOLS,METAL-COMPLEXES,ALKYNES,HYDRATION},
  language     = {eng},
  number       = {4},
  pages        = {430--436},
  title        = {PMO-immobilized Au-I-NHC complexes : heterogeneous catalysts for sustainable processes},
  url          = {http://dx.doi.org/10.1002/cphc.201701102},
  volume       = {19},
  year         = {2018},
}
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