新型脱氧胆酸类手性不对称脲分子钳的设计合成

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

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1HNMR,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.

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.