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Enantiomer separation by enantioselective inclusion complexation–organic solvent nanofiltration
Institution:1. Department of Chemical Engineering, Imperial College, London SW7 2AZ, UK;2. Department of Chemistry, Imperial College, London SW7 2AZ, UK;1. Department of Applied Chemistry, Tokyo University of Science Yamaguchi, Daigaku-dori, SanyoOnoda-shi, Yamaguchi 756-0884, Japan;2. Liquid Crystal Institute, Tokyo University of Science Yamaguchi, Daigaku-dori, SanyoOnoda-shi, Yamaguchi 756-0884, Japan;1. Departamento de Físicoquímica, Facultad de Ciencias Químicas, Universidad de Concepción, Casilla 160-C, Concepción, Chile;2. Instituto de Catálisis y Petroleoquímica, CSIC, Cantoblanco, 28049 Madrid, Spain;1. Université d’Orléans, Laboratoire de Biologie des Ligneux et des Grandes Cultures (LBLGC) UPRES EA 1207, Rue de Chartres, BP 6759, 45067 Orléans, France;2. Université d’Angers, RCIM UPRES EA 2647 US INRA 1330, 2 rue Lavoisier, 49045 Angers, France;3. Université de Nantes, CEISAM UMR CNRS 6230, UFR des Sciences et des Techniques, 2 rue de la Houssinière, BP 92208, Nantes 44322, France
Abstract:A novel chiral separation process, which utilizes a combination of enantioselective inclusion complexation (EIC) and organic solvent nanofiltration (OSN), was developed. Although EIC is an attractive way to resolve racemates, the difficulties associated with enantiomer recovery and chiral host recycle has limited large-scale applications. EIC coupled with OSN replaces distillation for the recovery of enantiomers from enantioenriched solid complex. A decomplexation solvent is employed to dissociate enantiomers from the complex, and subsequent separation of enantiomers from the chiral host is realized using OSN. The new process was investigated using racemic 1-phenylethanol as the guest and (R,R)-TADDOL as the chiral host. This novel technology expands the application of EIC to the resolution of nonvolatile racemates, and enables large-scale application.
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