新型鹅去氧胆酸分子钳的设计合成和分子识别性质研究

以鹅去氧胆酸为隔离基, 芳香族化合物为手臂设计合成了一类新型的分子钳, 其结构经¹H NMR, IR, MS及元素分析确证. 利用紫外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3a～3e对所考察的氨基酸甲酯均具有识别能力, 其对L-氨基酸甲酯的识别优于对D-氨基酸甲酯的识别. 从主客体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.

Design and Synthesis of Novel Molecular Tweezers Derived from Chenodeoxycholic Acid and Molecular Recognition Properties

A novel type of chiral molecular tweezers has been designed and synthesized by using chenodeoxycholic acid as spacer and aromatic compounds as arm. Their structures were confirmed by ^1H NMR, IR, MS spectra and elemental analysis. Enantioselective recognition properties of these molecular tweezers for D/L-amino acid methyl esters have been investigated by UV-Vis spectra titration. The results indicate that molecular tweezers 3a-3e not only recognize all amino acid methyl esters examined but also possess higher selectivity for L-amino acid methyl esters than 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.