The coordination effects between chiral Schiff bases and metal ions can provide an effective strategy for fabricating chiral supramolecular self-assemblies. We studied the supramolecular self-assembly of the amphiphilic Schiff base enantiomer, 2-hydroxy-1-naphthylmethylamino-N,N′-bis(octadecyl)-l/d-glutamic diamide (l/dGJ), at the air/water interfaces by using in situ second harmonic generation linear dichroism (SHG-LD) technique combined with UV–vis spectroscopy and atom force microscopy. lGJ and dGJ monolayers can form mirror-image structures of each other at different interfaces, which can be mediated by metal ions. When Mg²⁺ and Zn²⁺ ions were added into the subphases, the l/dGJ monolayers self-assembled into a nanofiber-like structure and showed significant chirality similar to that at the pure water interface. However, when Cu²⁺ ions were added into the subphase, the chirality of the l/dGJ monolayer was destroyed because of the Cu²⁺ coordination effect. The degree of the chirality excess (DCE) value decreased with the increment of the concentration of Cu²⁺ in the subphase. Furthermore, when the surface pressure increased, the DCE value of Cu²⁺–l/dGJ complexes increased gradually, which indicated that the Cu²⁺–l/dGJ complex aggregated into a chiral supramolecular structure through lateral molecular packing.

中文翻译：

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原位第二谐波生成研究两亲性席夫碱的界面手性超分子形成的金属离子介导。

手性席夫碱与金属离子之间的配位作用可以为制备手性超分子自组装体提供有效的策略。我们研究的超分子自组装两亲席夫碱的对映体，2-羟基-1- naphthylmethylamino-的Ñ，Ñ双（十八烷基） -升/ d -谷氨酸二酰胺（升/ d GJ），在空气/水通过使用原位二次谐波生成线性二向色性（SHG-LD）技术，结合紫外可见光谱和原子力显微镜，实现界面连接。l GJ和d GJ单层可以在不同的界面形成彼此的镜像结构，这些界面可以由金属离子介导。当镁^将2+和Zn ²⁺离子添加到子相中，1 / d GJ单层自组装成纳米纤维状结构，并显示出与纯水界面相似的显着手性。但是，当将Cu ²⁺离子添加到子相中时，由于Cu ^2+的配位效应，l / d GJ单层的手性被破坏。手性过量（DCE）值的程度随子相中Cu ²⁺浓度的增加而降低。此外，当表面压力增加时，Cu ²⁺ – l / d的DCE值GJ配合物逐渐增加，这表明Cu ²⁺ – l / d GJ配合物通过侧向分子堆积聚集成手性超分子结构。