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氨基甲酸酯型脱氧胆酸分子钳对氨基酸甲酯的手性识别 研究
引用本文:薛翠花,牟其明,陈淑华.氨基甲酸酯型脱氧胆酸分子钳对氨基酸甲酯的手性识别 研究[J].化学学报,2002,60(2):355-359.
作者姓名:薛翠花  牟其明  陈淑华
作者单位:四川大学化学学院,成都,610064
基金项目:国家自然科学基金 (No .2 0 0 72 0 2 6 )资助项目
摘    要:以脱氧胆酸为spacer,通过三光气桥连各种芳胺,合成了新的氨基甲酸酯型分子钳受体1~4,这些化合物的结构经IR,^1HNMR和元素分析所证实。利用差光谱滴定法考察了其与D/L氨基酸甲酯的对映选择性识别性能。结果表明,分子钳1~4对所考察的氨基酸甲酯均具有识别能力,其对D-氨基酸甲酯的识别优于对L-氨基酸甲酯的识别。从主客体间的大小形状匹配及几何互补关系等方面对这些受体的识别能力及对映选择性进行了讨论。

关 键 词:氨基甲酸酯  脱氧胆酸  分子钳  对映体  选择性  氨基酸  氨基酸甲酯  分子识别  手性识别
修稿时间:2001年7月11日

Enantioselective recognition of carbamate-type molecular tweezers derived from deoxycholic acid for amino acid methyl esters
XUE,Cui-Hua MU,Qi-Ming CHEN,Shu-Hua.Enantioselective recognition of carbamate-type molecular tweezers derived from deoxycholic acid for amino acid methyl esters[J].Acta Chimica Sinica,2002,60(2):355-359.
Authors:XUE  Cui-Hua MU  Qi-Ming CHEN  Shu-Hua
Institution:Sichuan Univ, Coll Chem.Chengdu(610064)
Abstract:New chiral molecular tweezers 1~4 have been synthesized by using deoxycholic acid as a spacer to bridge the different aromatic amines. Their structures were confirmed by IR, ^1H NMR and elemental analysis. Enantioselective recognition properties of these molecular tweezers for amino acid methyl esters have been investigated by UV-vis spectra titration in CHCl3 at 25℃. The results indicate that molecular tweezers 1~4 not only recognize all amino acid methyl esters examined but also possess higher selectivity for D-amino acid methyl esters. The recognition ability and selectivity are discussed from the viewpoint of the size/shape-fit and geometrical complementary relationship between the molecular tweezers and amino acid methyl esters.
Keywords:molecular tweezers  deoxycholic acid  amino acid methyl ester  enantioselective recognition
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