新型鹅去氧胆酸类手性分子钳对氨基酸甲酯的手性识别

Enantioselective Recognition of Novel Chiral Molecular Tweexers Derived from Chenodeoxy Cholic Acid for Amino Acid Methyl Esters

利用紫外可见光谱差光谱滴定法考察了新型鹅去氧胆酸分子钳1～4对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,主客体形成1∶1型超分子配合物.并且这类主体对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.

A novel type of chiral molecular tweezers has been designed and synthesized by using chenodeoxycholic acid as spacer and aromatic compounds as am. Their structures were characterized by 1HNMR, IR, MS spectra and elemental analysis.Enantioselective recognition properties of novel chenodeoxycholic acid 1～4 molecular tweezers for amino acid methyl esters have been investigated by UVVis spectra titration in CHCl3 at 25℃. The results show that 1∶1 inclusion complexes are formed for molecular tweezer receptors 1～4 with guests examined, and these receptors 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 aspects of the size/shapefit and geometrical complementary relationship between the molecular tweezers and amino acid methyl esters.