新型脱氧胆酸类手性不对称脲分子钳的设计合成

以刚性的脱氧胆酸甲酯为隔离基, 在其3位连接苯甲酰基, 12位连接手性不对称脲, 设计合成了一类新型的手性分子钳. 其结构均经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良好的识别能力, 而且对D/L-氨基酸甲酯亦具有优良的对映选择性识别性能.

Design and Synthesis of Novel Deoxycholic Acid-Based Chiral Molecular Tweezers Containing Unsymmetrically Disubstituted Urea Unit

A novel type of chiral molecular tweezers has been designed and synthesized by linking benzoyl and chiral unsymmetrically disubstituted urea unit to 3-position and 12-position of rigid methyl deoxycholate. Their structures were confirmed by 1H NMR, IR, MS spectra and elemental analyses. The recognition properties of these molecular tweezers for neutral molecules and D/L-amino acid methyl esters have been investigated. The results indicate that these molecular tweezers not only recognize neutral organic molecules well, but also have good enantioselectivity for D/L-amino acid methyl esters.