title: Synthesis and Enantioseparation Ability of Xylan Bisphenylcarbamate Derivatives as Chiral Stationary Phases in HPLC.
abstract: Ten novel xylan bisphenylcarbamate derivatives bearing meta- and para-substituents on their phenyl groups were synthesized and their chiral recognition abilities were evaluated as the chiral stationary phases (CSPs) for high-performance liquid chromatography (HPLC) after coating them on macroporous silica. The chiral recognition abilities of these CSPs depended on the nature, position, and number of the substituents on the phenyl moieties. The introduction of an electron-donating group was more attractive than an electron-withdrawing group to improve the chiral recognition ability of the xylan phenylcarbamate derivatives. Among the CSPs discussed in this study, xylan bis(3,5-dimethylphenylcarbamate)-based CSP seems to possess the highest resolving power for many racemates, and the meta-substituted CSPs showed relatively better chiral recognition than the para-substituted ones. For some racemates, the xylan bis(3,5-dimethylphenylcarbamate) derivative exhibited higher enantioselectivity than the CSP based on cellulose tris(3,5-dimethylphenylcarbamate).
authors.affiliation: Polymer Materials Research Center, Key Laboratory of Superlight Materials and Surface Technology, Ministry of Education, College of Materials Science and Chemical Engineering, Harbin Engineering University, Harbin, China.
authors.forename: Geng
authors.initials: G
authors.lastname: Li
authors.affiliation: Polymer Materials Research Center, Key Laboratory of Superlight Materials and Surface Technology, Ministry of Education, College of Materials Science and Chemical Engineering, Harbin Engineering University, Harbin, China.
authors.forename: Jun
authors.initials: J
authors.lastname: Shen
authors.affiliation: Polymer Materials Research Center, Key Laboratory of Superlight Materials and Surface Technology, Ministry of Education, College of Materials Science and Chemical Engineering, Harbin Engineering University, Harbin, China.
authors.forename: Qiang
authors.initials: Q
authors.lastname: Li
authors.affiliation: Polymer Materials Research Center, Key Laboratory of Superlight Materials and Surface Technology, Ministry of Education, College of Materials Science and Chemical Engineering, Harbin Engineering University, Harbin, China.|Graduate School of Engineering, Nagoya University, Furo-cho, Chikusa-ku, Nagoya, Japan.
authors.forename: Yoshio
authors.initials: Y
authors.lastname: Okamoto
keywords: chiral stationary phases, CSP; enantioseparation; high-performance liquid chromatography, HPLC; phenylcarbamate; resolution; xylan