Rhodium complexes containing chiral P-donor ligands as catalysts for asymmetric hydrogenation in non conventional media |
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Authors: | Martha V. Escárcega-Bobadilla Laura Rodríguez-Pérez Emmanuelle Teuma Philippe Serp Anna M. Masdeu-Bultó Montserrat Gómez |
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Affiliation: | 1.Laboratoire Hétérochimie Fondamentale et Appliquée, UMR CNRS 5069,Université Paul Sabatier,Toulouse cedex 9,France;2.Departament de Química Física i Inorgànica,Universitat Rovira i Virgili,Tarragona,Spain;3.Laboratoire de Chimie de Coordination, Composante ENSIACET,Toulouse cedex 4,France |
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Abstract: | Abstract 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 (scCO2) and [BMI][PF6]/scCO2 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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