title: High-performance liquid chromatographic enantioseparation using chitin carbamate derivatives as chiral stationary phases.
abstract: Chitin carbamate derivatives including 4-substituted and 3,5-disubstituted phenylcarbamates, 1-phenylethylcarbamates, and cycloalkylcarbamates were synthesized and coated on macroporous silica gel to evaluate their chiral recognition abilities as chiral stationary phases (CSPs) for high-performance liquid chromatography (HPLC). Among the derivatives, the 3,5-dimethylphenyl, 4-chlorophenyl, and 4-trifluoromethylphenylcarbamates showed relatively high-chiral recognition abilities when a hexane-2-propanol mixture was used as the eluent. The CSPs based on the chitin 3,5-dimethylphenyl and 3,5-dichlorophenylcarbamates could be stably used in the presence of chloroform and ethyl acetate as a component of the eluents, and a few racemates were more sufficiently resolved by the addition of a small amount of chloroform in the mobile phase. Some racemates were more efficiently resolved under the reversed phase condition.
authors.affiliation: Department of Applied Chemistry, Graduate School of Engineering, Nagoya University, Chikusa-ku, 464-8603 Nagoya, Japan.
authors.forename: Chiyo
authors.initials: C
authors.lastname: Yamamoto
authors.forename: Tomoko
authors.initials: T
authors.lastname: Hayashi
authors.forename: Yoshio
authors.initials: Y
authors.lastname: Okamoto
mesh_terms: D002219:Carbamates / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D013237:Stereoisomerism
chemical_list: D002219:Carbamates