Sang Yutao, Yang Dong, Duan Pengfei, Liu Minghua
Beijing National Laboratory for Molecular Science , CAS Key Laboratory of Colloid, Interface and Chemical Thermodynamics , Institute of Chemistry , Chinese Academy of Sciences , Beijing 100190 , China . Email:
University of Chinese Academy of Sciences , Beijing 100049 , China.
Chem Sci. 2019 Jan 7;10(9):2718-2724. doi: 10.1039/c8sc04687e. eCollection 2019 Mar 7.
Achieving homochirality is challenging both at the molecular and the supramolecular levels. While the origin of molecular homochirality still remains mysterious, the fabrication of homochiral assemblies from achiral molecules has attracted considerable interest since it provides many clues to understand the origin of molecular chirality. Here, by using a vortex mixing-accompanied self-assembly strategy, we obtained near-unity homochiral entities with controlled handedness from supramolecular gels that consist of exclusively achiral molecules without any chiral additives. The common supramolecular gelation process heating and cooling of the achiral molecules only resulted in racemic gels. However, if vortex mixing is applied during the self-assembly, near-unity homochiral assemblies with uncontrolled handedness were obtained. Vortex mixing during the nucleation stage was found to be crucial in this case. On the other hand, if a small amount of the above vortex mixing produced assemblies was added as chiral seeds into the racemic gels, the racemic gels turned into near-unity homochiral suspensions with controlled handedness a ripening process. Our studies provide an intriguing approach for achieving homochiral supramolecular assemblies from achiral molecules.
在分子和超分子水平上实现同手性都具有挑战性。虽然分子同手性的起源仍然神秘,但由非手性分子制备同手性组装体引起了相当大的兴趣,因为它为理解分子手性的起源提供了许多线索。在此,通过使用伴随涡旋混合的自组装策略,我们从仅由非手性分子组成且无任何手性添加剂的超分子凝胶中获得了具有可控手性的接近单一的同手性实体。非手性分子的常见超分子凝胶化过程(加热和冷却)仅产生外消旋凝胶。然而,如果在自组装过程中应用涡旋混合,则会获得具有不可控手性的接近单一的同手性组装体。在这种情况下,发现在成核阶段进行涡旋混合至关重要。另一方面,如果将少量上述涡旋混合产生的组装体作为手性种子添加到外消旋凝胶中,外消旋凝胶会变成具有可控手性的接近单一的同手性悬浮液——这是一个熟化过程。我们的研究为从非手性分子实现同手性超分子组装体提供了一种有趣的方法。