INVENTION AND CHIRALITY-RECOGNITION ABILITY OF RESOLVING AGENTS HAVING A CHIRAL FUNCTIONAL GROUP AND ITS MECHANISM

我们开发了几种对映体纯的硫代膦酸和硫代膦酸作为具有手性功能基团的新型拆分剂。它们对外消旋胺和氨基醇表现出独特的手性识别能力，这取决于它们的化学结构。此外，非对映体盐的X-射线晶体学显示，卤素相互作用对稳定较难溶解的非对映体盐晶体起重要作用，而不是氢键、CH/π和货车德瓦尔斯相互作用。另一方面，本研究表明，具有手性叔氨基的化合物的合成并不是那么困难，它们将是一个新的系列手性功能基团的拆分剂。

We developed several kinds of enantiopure phosphonothioic and phosphinothioic acids as new resolving agents having a chiral functional group. They showed a unique chirality-recognition ability to racemic amines and amino alcohols, depending on their chemical structure. Moreover, the X-ray crystallography of the diastereomeric salts revealed that halogen interaction plays an important role for the stabilization of less-soluble diastereomeric salt crystals other than hydrogen-bonding, CH/π, and van der Waals interactions. On the other hand, the present study suggested that the synthesis of compounds having a chiral tertiary amino group is not so difficult that they would be a new series of resolving agents with a chiral functional group.