微波促进一锅法合成氨基甲酸酯型α-猪去氧胆酸分子钳

Microwave Assisted One-Pot Synthesis of Carbamate-Type Molecular Tweezers Based on α-Hyodeoxycholic Acid

在微波辐射条件下,以α-猪去氧胆酸为隔离基,通过三光气桥连各种芳香胺,以很好的产率合成了一系列新的手性分子钳,其结构经1H NMR,IR,MS和元素分析确证,并且考察了其对中性分子和D/L-氨基酸甲酯的识别性能.实验结果表明,这类分子钳人工受体不仅对中性有机小分子具有优良的识别性能,而且对D/L-氨基酸甲酯亦具有良好的对映选择性识别能力.

A series of new chiral molecular tweezers were synthesized in excellent yields by using a-hyodeoxycholic acid as spacer to bridge different aromatic amines via triphosgene under microwave irradiation. Their structures were characterized by ^1H NMR, IR, MS spectra and elemental analysis. The recognition properties of these molecular tweezers for neutral molecules and D/L-amino acid methyl esters were investigated. The results indicate that these molecular tweezers not only recognize neutral organic molecules but also have good enantioselectivity for D/L-methyl esters of amino acids.