手性芳酰胺类分子钳对氨基酸衍生物的对映选择性识别  

Enantioselective recognition of chiral aromatic amide molecular tweezers for amino acid derivatives

作　　者：赵志刚[1] 石云[1] 曾碧涛[1] 

机构地区：[1]西南民族大学化学与环境保护工程学院,四川成都610041

出　　处：《化学研究与应用》2008年第2期142-146,共5页Chemical Research and Application

摘　　要：在微波辐射条件下,以联苯二甲酸为间隔基,L-氨基酸甲酯为手臂,合成了3个新型芳酰胺手性分子钳。这些化合物的结构经1HNMR,IR,MS和元素分析确证。利用差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2a^2c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。Three chiral aromatic amide molecular tweezers are designed and synthesized by using diphenic acid as spacer and L- amino acid methyl esters as ann under microwave irradiation. Their structures are confirmed by ^1H NMR, IR, MS spectra and elemental analysis. Enantioselective recognition properties of these molecular tweezers for amino acid methyl esters are investigated by UV-vis spectra titration in CHCl3 at 25℃. The results indicate that molecular tweezers 2a - 2c not only recognize all amino acid methyl esters examined but also possess higher selectivity for D-amlno 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.

关 键 词：手性芳酰胺 分子钳 氨基酸甲酯 手性识别 

分 类 号：O641.3[理学—物理化学]