Application of Homochiral Alkylated Organic Cages as Chiral Stationary Phases for Molecular Separations by Capillary Gas Chromatography.
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.
Department of Chemistry, Yunnan Normal University, Kunming 650500, China. xieshengming_2006@163.com.
Shengming
S
Xie
Department of Chemistry, Yunnan Normal University, Kunming 650500, China. zjh19861202@126.com.
Junhui
J
Zhang
Department of Chemistry, Yunnan Normal University, Kunming 650500, China. funan123@163.com.
Nan
N
Fu
Department of Chemistry, Yunnan Normal University, Kunming 650500, China. wangbangjin711@163.com.
Bangjin
B
Wang
Department of Chemistry, Yunnan Normal University, Kunming 650500, China. hucong657312@163.com.
Cong
C
Hu
Department of Chemistry, Yunnan Normal University, Kunming 650500, China. yuan_limingpd@126.com.
Liming
L
Yuan
D002849:Chromatography, Gas; D007097:Imines / Q000737:chemistry*; D015394:Molecular Structure; D009930:Organic Chemicals / Q000138:chemical synthesis* / Q000737:chemistry / Q000302:isolation & purification; D012833:Siloxanes / Q000737:chemistry
D007097:Imines; D009930:Organic Chemicals; D012833:Siloxanes
capillary column; chiral separation; chiral stationary phase; gas chromatography; porous organic cage