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Molecules 2016, 21(11), 1466; doi:10.3390/molecules21111466

Application of Homochiral Alkylated Organic Cages as Chiral Stationary Phases for Molecular Separations by Capillary Gas Chromatography

Department of Chemistry, Yunnan Normal University, Kunming 650500, China
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Author to whom correspondence should be addressed.
Academic Editor: Yoshio Okamoto
Received: 16 September 2016 / Revised: 22 October 2016 / Accepted: 28 October 2016 / Published: 8 November 2016
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Abstract

Molecular organic cage compounds have attracted considerable attention due to their potential applications in gas storage, catalysis, chemical sensing, molecular separations, etc. In this study, a homochiral pentyl cage compound was synthesized from a condensation reaction of (S,S)-1,2-pentyl-1,2-diaminoethane and 1,3,5-triformylbenzene. The imine-linked pentyl cage diluted with a polysiloxane (OV-1701) was explored as a novel stationary phase for high-resolution gas chromatographic separation of organic compounds. Some positional isomers were baseline separated on the pentyl cage-coated capillary column. In particular, various types of enantiomers including chiral alcohols, esters, ethers and epoxides can be resolved without derivatization on the pentyl cage-coated capillary column. The reproducibility of the pentyl cage-coated capillary column for separation was investigated using nitrochlorobenzene and styrene oxide as analytes. The results indicate that the column has good stability and separation reproducibility after being repeatedly used. This work demonstrates that molecular organic cage compounds could become a novel class of chiral separation media in the near future. View Full-Text
Keywords: porous organic cage; capillary column; chiral stationary phase; chiral separation; gas chromatography porous organic cage; capillary column; chiral stationary phase; chiral separation; gas chromatography
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Xie, S.; Zhang, J.; Fu, N.; Wang, B.; Hu, C.; Yuan, L. Application of Homochiral Alkylated Organic Cages as Chiral Stationary Phases for Molecular Separations by Capillary Gas Chromatography. Molecules 2016, 21, 1466.

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