RT Journal Article
T1 Highly Efficient Rh-catalysts Immobilised by π-π Stacking for the Asymmetric Hydroformylation of Norbornene under Continuous Flow Conditions
A1 Cunillera, Anton
A1 Blanco, Carolina
A1 Gual, Aitor
A1 Marinkovic, Jakob Maximilian
A1 Garcia-Suarez, Eduardo J.
A1 Riisager, Anders
A1 Claver, Carmen
A1 Ruiz, Aurora
A1 Godard, Cyril
AB The application of C1-symmetrical diphosphite ligands containing furanose backbone in the Rh-catalysed asymmetric hydroformylation of norbornene is described. The catalysts were highly active and produced exclusively exo-norbornanecarboxaldehyde with enantioselectivities (ee) up to 71 %. Considering these promising results, the ligands were modified with a pyrene moiety to accomplish their immobilisation onto carbon materials. The corresponding Rh complexes bearing the novel pyrene-tagged ligands were synthesised and immobilised onto multiwalled carbon nanotubes (MWCNT), reduced graphene oxide (rGO) and carbon beads (CBs). The novel catalytic systems were tested in the asymmetric hydroformylation of norbornene providing similar performance in terms of both activity and selectivity compared to the non-immobilised systems. The recyclability of the new heterogenised catalysts was studied in the target reaction in batch mode. Nevertheless, the recycling was unsuccessful due to catalyst leaching. When used under continuous flow mode, these catalysts revealed robust and provided even higher ee than the corresponding homogeneous systems.
SN 1867-3880
YR 2019
FD 2019-04-18
LK https://hdl.handle.net/11556/3300
UL https://hdl.handle.net/11556/3300
LA eng
NO Cunillera , A , Blanco , C , Gual , A , Marinkovic , J M , Garcia-Suarez , E J , Riisager , A , Claver , C , Ruiz , A & Godard , C 2019 , ' Highly Efficient Rh-catalysts Immobilised by π-π Stacking for the Asymmetric Hydroformylation of Norbornene under Continuous Flow Conditions ' , ChemCatChem , vol. 11 , no. 8 , pp. 2195-2205 . https://doi.org/10.1002/cctc.201900211
NO Publisher Copyright: © 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
NO The authors are grateful to the Ministerio de Economia y Competividad and the Fondo Europeo de Desarrollo Regional FEDER (CTQ2016-75016-R, AEI/FEDER,UE) for funding and PhD grant (BES-2014-069199) to AC. The authors also gratefully acknowledge financial support from the European Commission within the Horizon2020-SPIRE project ROMEO (grant agreement number 680395). TheauthorsaregratefultotheMinisteriodeEconomiay CompetividadandtheFondoEuropeodeDesarrolloRegional FEDER(CTQ2016-75016-R,AEI/FEDER,UE)forfundingandPhD grant(BES-2014-069199)toAC.Theauthorsalsogratefully acknowledgefinancialsupportfromtheEuropeanCommission withintheHorizon2020-SPIREprojectROMEO(grantagreement number680395).
DS TECNALIA Publications
RD 6 sept 2024