Aloni Sapir Shekef, Nassir Molhm, Mastai Yitzhak
Department of Chemistry and Institute of Nanotechnology and Advanced Materials (BINA), Bar-Ilan University, Ramat-Gan 5290002, Israel.
Polymers (Basel). 2022 Jul 6;14(14):2765. doi: 10.3390/polym14142765.
Chiral surfaces, developed in the last decade, serve as media for enantioselective chemical reactions. Until today, they have been based mostly on developments in silica templating, and are made mainly from imprints of silicate materials developed a long time ago. Here, a chiral porous activated carbon surface was developed based on a chiral ionic liquid, and the surface chemistry and pore structure were studied to lay a new course of action in the field. The enantioselectivities of surfaces are examined by using variety of methods such as circular dichroism, linear sweep voltammetry and catalysis. These techniques revealed a 28.1% preference for the D enantiomer of the amino acid proline, and linear sweep voltammetry confirmed chirality recognition by another probe. An aldol surface chiral catalytic reaction was devised and allowed to determine the root of the enantiomeric excess. These results affirm the path toward a new type of chiral surface.
在过去十年中开发的手性表面，用作对映选择性化学反应的介质。直到今天，它们大多基于硅胶模板的发展，并且主要由很久以前开发的硅酸盐材料的印记制成。在此，基于手性离子液体开发了一种手性多孔活性炭表面，并对表面化学和孔结构进行了研究，为该领域奠定了新的行动方向。通过使用多种方法，如圆二色性、线性扫描伏安法和催化作用，来检验表面的对映选择性。这些技术显示出对氨基酸脯氨酸的D对映体有28.1%的偏好，并且线性扫描伏安法通过另一种探针证实了手性识别。设计了一种醛醇表面手性催化反应，并据此确定对映体过量的根源。这些结果肯定了通往新型手性表面的道路。
