Chin. J. Org. Chem. ›› 2001, Vol. 21 ›› Issue (12): 1142-1146. Previous Articles     Next Articles

丙炔醇类和丙二烯醇类化合物对映体的气相色谱拆分

董晓渭;许旭;侯海荣;魏琦;徐代旺;焦宁;张爱斌;赵士民;麻生明   

  1. 中国科学院上海有机化学研究所.上海(200032);金属有机化学国家重点实验室
  • 发布日期:2001-12-25

Gas chromatographic enantiomeric separation of propargylic alcohols and 2, 3-allenic alcohols

Dong Xiaowei;Xu Xu;Hou Hairong;Wei Qi;Xu Daiwang;Jiao Ning;Zhang Aibin;Zhao Shimin;Ma Shengming   

  1. Shanghai Inst Organ Chem., CAS.Shanghai(200032)
  • Published:2001-12-25

Enantiomers of 5 propargylic alcohols and 4 2, 3-allenic alcohols were studied for direct separaton by chiral gas chromatography (GC) using a permethylated β-cyclodextrin column (Rt-βDex^TM~cst, 30 m× 0.25 mm ID). Eight racemic alcohols (4 propargylic alcohols and 4 2, 3- allenic alcohols) were well separated with the separation factors (α) as high as 1.02~1.04 and resolutions (R) generally over 1.5. The method had been applied to determine the enantiomeric excess (ee) of samples produced by enantioselective synthetic reaction. The chiral recognition mechanism using the column (Rt-βDex^TM~cst, 30 m×0.25 mm ID) was discussed and believed that the reasonable hydrophobicity and the size of substituent of the sample molecules are important to reduce non-special interaction and form relatively stable asymmetric inclusion, which result in enantiomer separation.

Key words: PROPYNOL P, CYCLODEXTRIN, SEPARATION, GAS CHROMATOGRAPHY, MESOTOMY, ENANTIOMORPH

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