Chiral inversion of supramolecular assemblies is of great research interest due to its broad practical applications. However, chiral structure transition induced by in situ regulation of building molecules has remained a challenge. Herein, left-handed fibrous assemblies were constructed by C₂-symmetic l-phenylalanine coupled with diethylene glycol (LPFEG) molecules. In situ hydrolyzing terminal diethylene glycol motifs in LPFEG successfully inverted the chirality of the nanofibers from left- to right-handedness. The transition of right-handed fibers into left-handed fibers could also be achieved via hydrolyzing DPFEG molecules. Circular dichroism (CD) spectroscopy, 1D and 2D nuclear magnetic resonance (NMR) spectroscopy, and Fourier transform infrared (FT-IR) spectroscopy revealed that the back-folded achiral diethylene glycol played a vital role in L/DPFEG molecular arrangements and removing terminal diethylene glycol could induce the opposite rotation of molecular assemblies. Thanks to this merit, the enantioselective separation of racemic phenylalanine was obtained and the enantiomeric excess (ee) values could achieve around ±20% after separation. This study not only provides a new strategy to regulate the chiral structure via dynamic modulation of terminal substituents but also presents a promising application in the field of enantioselective separation.

中文翻译：

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非手性二甘醇基序原位水解反转超分子手性

超分子组装体的手性反转由于其广泛的实际应用而引起了极大的研究兴趣。然而，由建筑分子的原位调控引起的手性结构转变仍然是一个挑战。在此，左手纤维组件由C ₂ -对称l -苯丙氨酸与二甘醇 (LPFEG) 分子偶联。LPFEG 中的原位水解末端二甘醇基序成功地将纳米纤维的手性从左手性转变为右手性。右手纤维向左手纤维的转变也可以通过水解DPFEG分子来实现。圆二色性 (CD) 光谱、一维和二维核磁共振 (NMR) 光谱和傅里叶变换红外 (FT-IR) 光谱表明，反折叠的非手性二甘醇在 L/DPFEG 分子排列和去除末端方面起着至关重要的作用二甘醇可以诱导分子组装体的相反旋转。由于这一优点，获得了外消旋苯丙氨酸的对映选择性分离和对映体过量（ee) 值可以在分离后达到 ±20% 左右。该研究不仅提供了一种通过末端取代基的动态调节来调节手性结构的新策略，而且在对映选择性分离领域也具有广阔的应用前景。