Chemoenzymatic dynamic kinetic resolution of rac-1-phenylethanol in ionic liquids and ionic liquids/supercritical carbon dioxide systems.

• Published in: Biotechnology Letters
• Main Authors: Lozano, Pedro, de Diego, Teresa, Larnicol, Mickaël, Vaultier, Michel, Iborra, José L.
• Other Authors: Synthèse et électrosynthèse organiques (SESO), Université de Rennes (UR)-Centre National de la Recherche Scientifique (CNRS)
• Format: Article in Journal/Newspaper
• Language: English
• Published: HAL CCSD 2006
• Subjects: Dynamic Kinetic Resolution; Ionic liquids; Supercritical fluids; Multiphase biocatalysis; Lipases; [CHIM.MATE]Chemical Sciences/Material chemistry; Antarc*; Antarctica
• Online Access: https://hal.science/hal-00097892; https://doi.org/10.1007/s10529-006-9130-7

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 degrees 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][NTf(2)], [btma][NTf(2)] and [bmim][PF(6)]). 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.