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Chemoenzymatic dynamic kinetic resolution of rac-1-phenylethanol in ionic liquids and ionic liquids/supercritical carbon dioxide systems
Authors:Pedro Lozano  Teresa De Diego  Mickaël Larnicol  Michel Vaultier  José L Iborra
Institution:(1) Departamento de Bioquímica y Biología Molecular B e Inmunología, Facultad de Química, Universidad de Murcia, P.O. Box 4021, E-30100 Murcia, Spain;(2) Université de Rennes-1, Institut de Chimie, UMR-CNRS 6510, , Campus de Beaulieu, Av. Général Leclerc, F-35042 Rennes, France
Abstract:Continuous dynamic kinetic resolution processes in different ionic liquid/supercritical carbon dioxide biphasic systems were carried out by simultaneously using both immobilized Candida antarctica lipase B (Novozym 435) and silica modified with benzenosulfonic acid (SCX) catalysts at 40°C and 10 MPa. SCX was seen to act as an efficient heterogeneous chemical catalyst for the racemization of (S)-1-phenylethanol in different ionic liquid media (emim]NTf2], btma]NTf2] and bmim]PF6]). Coating both chemical and enzymatic catalysts with ILs greatly improved the efficiency of the process, providing a good yield (76%) of (R)-1-phenylethyl propionate product with excellent enantioselectivity (ee = 91–98%) in continuous operation.
Keywords:Dynamic Kinetic Resolution  Ionic liquids  Supercritical fluids  Multiphase biocatalysis  Lipases
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