Journal
CATALYSIS LETTERS
Volume 141, Issue 6, Pages 808-816Publisher
SPRINGER
DOI: 10.1007/s10562-011-0568-4
Keywords
Asymmetric hydrogenation; Rhodium; Chiral monodentate P-donor ligands; Ionic liquids; Supercritical CO2
Categories
Funding
- CNRS
- Universite Paul Sabatier
- Ministerio de Ciencia e Innovacion [CTQ2007-63510PPQ, CSD2006-0003, BE2008]
- Generalitat de Catalunya [CTP 2007ITT-00007]
- European Social Fund
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Rhodium-catalysed asymmetric hydrogenation using P-donor ligands, such as new fluorinated (R)-BINOL and azadioxaphosphabicyclo[3.3.0]octane derivatives was carried out in different reaction media such as organic solvent (CH2Cl2), ionic liquid ([BMI][PF6]), supercritical carbon dioxide (scCO(2)) and [BMI][PF6]/scCO(2) mixture. The best enantioselectivities were obtained in neat [BMI][PF6], allowing a recycling up to ten times without activity loss. However, the enantioselectivity was lost due to ligand leaching. The ionic liquid phase containing rhodium molecular species was supported on functionalized multi-walled carbon nanotubes in order to improve the recycling, but unfortunately the asymmetric induction was lost upon catalyst immobilization.
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