RESOLUTION OF CHIRAL [2.2]PARACYCLOPHANES BY ENANTIOSELECTIVE GAS-CHROMATOGRAPHY

被引:26
|
作者
KONIG, WA [1 ]
GEHRCKE, B [1 ]
HOCHMUTH, DH [1 ]
MLYNEK, C [1 ]
HOPF, H [1 ]
机构
[1] TECH UNIV CAROLO WILHELMINA BRAUNSCHWEIG,INST ORGAN CHEM,D-38106 BRAUNSCHWEIG,GERMANY
关键词
D O I
10.1016/S0957-4166(00)86203-5
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
[2.2]Paracyclophanes possessing a substituent on the aromatic ring are dissymmetric compounds due to the restricted rotation of the benzene rings. For interconversion of enantiomers temperatures above 200-degrees-C are necessary. We have succeeded in resolving the enantiomers of some mono-substituted [2.2]paracyclophanes by enantioselective gas chromatography using 2,3-di-O-methylated beta-cyclodextrins with bulky O-(1,1,2-trimethylpropyl)-dimethylsilyl or O-tbutyledimethylsilyl substituents in the 6-position of the glucose units as chiral stationary phases.
引用
收藏
页码:347 / 350
页数:4
相关论文
共 50 条
  • [21] RESOLUTION OF MONOTERPENE ENANTIOMERS BY GAS-CHROMATOGRAPHY
    SATTERWHITE, DM
    CROTEAU, RB
    JOURNAL OF CHROMATOGRAPHY, 1987, 407 : 243 - 252
  • [22] Highly Enantioselective Asymmetric Transfer Hydrogenation: A Practical and Scalable Method To Efficiently Access Planar Chiral [2.2]Paracyclophanes
    Delcourt, Marie-Leonie
    Felder, Simon
    Turcaud, Serge
    Pollok, Corina H.
    Merten, Christian
    Micouin, Laurent
    Benedetti, Erica
    JOURNAL OF ORGANIC CHEMISTRY, 2019, 84 (09): : 5369 - 5382
  • [23] ENANTIOMERIC ANALYSIS BY GAS-CHROMATOGRAPHY ON CHIRAL POLYSILOXANES
    ERNSTCABRERA, K
    KONIG, WA
    REACTIVE POLYMERS, 1987, 6 (2-3): : 267 - 274
  • [24] RESOLUTION AND ASSIGNMENT OF THE CONFIGURATION OF SECONDARY ALIPHATIC-ALCOHOLS BY GAS-CHROMATOGRAPHY ON CHIRAL PHASE
    BINET, S
    DREUX, J
    LONGERAY, R
    CHROMATOGRAPHIA, 1984, 18 (06) : 294 - 296
  • [25] RESOLUTION OF SULFUR-CONTAINING AMINO-ACIDS BY CHIRAL PHASE GAS-CHROMATOGRAPHY
    KUSTERS, E
    ALLGAIER, H
    JUNG, G
    BAYER, E
    CHROMATOGRAPHIA, 1984, 18 (06) : 287 - 293
  • [26] STUDY OF THE BEHAVIOR OF CHIRAL ALCOHOLS BY GAS-CHROMATOGRAPHY ON CHIRAL PHASES
    BERROD, G
    BOURDON, J
    DREUX, J
    LONGERAY, R
    MOREAU, M
    SCHIFTER, P
    CHROMATOGRAPHIA, 1979, 12 (03) : 150 - 152
  • [27] ENANTIOMER SEPARATION OF POLYOLS AND AMINES BY ENANTIOSELECTIVE GAS-CHROMATOGRAPHY
    KONIG, WA
    BENECKE, I
    JOURNAL OF CHROMATOGRAPHY, 1983, 269 (01): : 19 - 21
  • [28] ENANTIOSELECTIVE DETERMINATION OF CHLORDANE COMPONENTS USING CHIRAL HIGH-RESOLUTION GAS-CHROMATOGRAPHY MASS-SPECTROMETRY WITH APPLICATION TO ENVIRONMENTAL-SAMPLES
    BUSER, HR
    MULLER, MD
    RAPPE, C
    ENVIRONMENTAL SCIENCE & TECHNOLOGY, 1992, 26 (08) : 1533 - 1540
  • [29] ENVIRONMENTAL BEHAVIOR OF ACETAMIDE PESTICIDE STEREOISOMERS .1. STEREOSELECTIVE AND ENANTIOSELECTIVE DETERMINATION USING CHIRAL HIGH-RESOLUTION GAS-CHROMATOGRAPHY AND CHIRAL HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHY
    BUSER, HR
    MULLER, MD
    ENVIRONMENTAL SCIENCE & TECHNOLOGY, 1995, 29 (08) : 2023 - 2030
  • [30] Organocatalytic desymmetrization provides access to planar chiral [2.2]paracyclophanes
    Docekal, Vojtech
    Koucky, Filip
    Cisarova, Ivana
    Vesely, Jan
    NATURE COMMUNICATIONS, 2024, 15 (01)