title: Preparation of a permethylated β-cyclodextrin chiral stationary phase by one-pot hydrosilylation and immobilization at the C2 position for chiral high-performance liquid chromatography.
abstract: A novel cyclodextrin intermediate, mono-2(A)-allylcarbamido-2(A)-deoxy-permethylated β-cyclodextrin, was synthesized by reacting allylamine and newly prepared mono-2(A)-azido-2(A)-deoxy-permethylated β-cyclodextrin by the Staudinger reaction and anchored onto porous silica beads by a one-pot hydrosilylation and immobilization procedure to afford a novel chiral stationary phase. This stationary phase acts as a new member of the previous chiral stationary phase series immobilized on the cyclodextrin C2 position. This stationary phase depicted enantiomeric separation abilities toward a series of bicyclic and tricyclic racemates under reversed-phase conditions. The resolutions for hesperetin and naringenin achieved on the current phase reached 3.91 and 1.11, respectively, much higher than the previous permethylated β-cyclodextrin with the linkage at the C6 position.
authors: Department of Chemistry, School of Science, Tianjin University, Tianjin, China.
authors: Yanyan
authors: Y
authors: Shi
authors: School of Chemical and Biomedical Engineering, Nanyang Technological University, Singapore, Singapore.
authors: Siu-Choon
authors: SC
authors: Ng
authors: Department of Chemistry, School of Science, Tianjin University, Tianjin, China.
authors: Zhihua
authors: Z
authors: Wu
authors: Department of Chemistry, School of Science, Tianjin University, Tianjin, China.|Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Tianjin, China.
authors: Yong
authors: Y
authors: Wang
mesh_terms: D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D008745:Methylation; D013237:Stereoisomerism; D047392:beta-Cyclodextrins / Q000737:chemistry*
chemical_list: D047392:beta-Cyclodextrins; C031215:betadex
keywords: Chiral stationary phases; High-performance liquid chromatography; One-pot hydrosilylation; Permethylated β-cyclodextrin