4.6 Article

Cooperative NHC-based Catalytic System Immobilised onto Carbon Materials for the Cycloaddition of CO2 to Epoxides

Journal

CHEMCATCHEM
Volume 13, Issue 7, Pages 1706-1710

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/cctc.202001816

Keywords

carbon materials; imidazolium carboxylates; carbon dioxide conversion; π interactions; supported organocatalyst

Funding

  1. Agencia de Gestio Ajusts Universitaris i de Recerca [2017SGR1472]
  2. Ministerio de Economia y Competividad
  3. Fondo Europeo de Desarrollo Regional FEDER (AEI/FEDER,UE) [CTQ2016-75016-R, PID2019-104427RB-I00]
  4. [2016-PMF-PIPF-47]

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New pyrene-tagged imidazolium salts and their corresponding carboxylates were synthesized and tested as organocatalysts in the cycloaddition of CO2 with epoxides. The best performing organocatalyst was immobilised onto carbon materials via pi-pi stacking interactions, showing activity and recoverability in the cycloaddition reaction. Despite a loss of activity, the catalyst heterogenised onto reduced graphene oxide was recycled several times and used for the transformation of various epoxides under mild conditions.
New pyrene-tagged imidazolium salts and their corresponding carboxylates were synthesised and the latter tested as organocatalysts in the cycloaddition of CO2 with epoxides. The best performing organocatalyst was then non-covalently immobilised onto carbon materials (carbon nanotubes (CNTs), reduced graphene oxide (rGO) and carbon beads (CBs)) via pi-pi stacking interactions and their activity and recoverability in the cycloaddition reaction were studied. The heterogenised catalyst onto reduced graphene oxide (4 a@rGO) was recycled several times although a loss of activity was observed. This catalyst was also used for the transformation of a series of epoxides under mild conditions.

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