title: Highly selective separation of enantiomers using a chiral porous organic cage.
abstract: Porous solids composed of shape-persistent organic cage molecules have attracted considerable attention due to their important applications such as molecular separation, heterogeneous catalysis, and gas storage. In this study, an imine-linked porous organic cage (POC) CC10 diluted with a polysiloxane OV-1701 was explored as a novel stationary phase for high-resolution gas chromatography (GC). A wide variety of enantiomers belonging to different classes of organic compounds have been resolved on the coated capillary column, including chiral alcohols, esters, ketones, ethers, halohydrocarbons, epoxides, and organic acids. The fabricated column complements to commercial β-DEX 120 column and our recently reported CC3-R column for separating enantiomers, which indicates that the excellent chiral recognition ability of CC10 is not only interesting academically, but also has potential for practical application. In addition, CC10 also exhibits good selectivity for the separation of n-alkanes, n-alcohols, Grob mixture, and positional isomers. This work also indicates that this type of chiral POCs will become a new class of chiral selector in the near future.
authors.affiliation: School of Chemistry and Molecular Engineering, East China Normal University, Shanghai 200241, PR China; Department of Chemistry, Yunnan Normal University, Kunming 650500, PR China.
authors.forename: Jun-Hui
authors.initials: JH
authors.lastname: Zhang
authors.affiliation: Department of Chemistry, Yunnan Normal University, Kunming 650500, PR China.
authors.forename: Sheng-Ming
authors.initials: SM
authors.lastname: Xie
authors.affiliation: Department of Chemistry, Yunnan Normal University, Kunming 650500, PR China.
authors.forename: Bang-Jin
authors.initials: BJ
authors.lastname: Wang
authors.affiliation: School of Chemistry and Molecular Engineering, East China Normal University, Shanghai 200241, PR China.
authors.forename: Pin-Gang
authors.initials: PG
authors.lastname: He
authors.affiliation: School of Chemistry and Molecular Engineering, East China Normal University, Shanghai 200241, PR China; Department of Chemistry, Yunnan Normal University, Kunming 650500, PR China. Electronic address: yuan_limingpd@126.com.
authors.forename: Li-Ming
authors.initials: LM
authors.lastname: Yuan
mesh_terms: D002849:Chromatography, Gas / Q000379:methods; D007097:Imines / Q000737:chemistry*; D047028:Macrocyclic Compounds / Q000737:chemistry*; D009930:Organic Chemicals / Q000302:isolation & purification*; D016062:Porosity; D012833:Siloxanes; D013237:Stereoisomerism
chemical_list: D007097:Imines; D047028:Macrocyclic Compounds; D009930:Organic Chemicals; D012833:Siloxanes
keywords: Capillary columns; Chiral separation; Gas chromatography; Porous molecular materials; Porous organic cage