Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , 345 Lingling Lu, Shanghai 200043, China.
J Am Chem Soc. 2013 Nov 27;135(47):17913-8. doi: 10.1021/ja4086935. Epub 2013 Oct 11.
The self-assembly of well-defined 2D supramolecular polymers in solution has been a challenge in supramolecular chemistry. We have designed and synthesized a rigid stacking-forbidden 1,3,5-triphenylbenzene compound that bears three 4,4'-bipyridin-1-ium (BP) units on the peripheral benzene rings. Three hydrophilic bis(2-hydroxyethyl)carbamoyl groups are introduced to the central benzene ring to suppress 1D stacking of the triangular backbone and to ensure solubility in water. Mixing the triangular preorganized molecule with cucurbit[8]uril (CB[8]) in a 2:3 molar ratio in water leads to the formation of the first solution-phase single-layer 2D supramolecular organic framework, which is stabilized by the strong complexation of CB[8] with two BP units of adjacent molecules. The periodic honeycomb 2D framework has been characterized by various (1)H NMR spectroscopy, dynamic light scattering, X-ray diffraction and scattering, scanning probe and electron microscope techniques and by comparing with the self-assembled structures of the control systems.
在超分子化学中，如何在溶液中实现具有明确二维结构的超分子聚合物的自组装一直是一个挑战。我们设计并合成了一种刚性的堆积受限的 1,3,5-三苯基苯化合物，它在苯环的外围上带有三个 4,4'-联吡啶-1-鎓（BP）单元。三个亲水性的双（2-羟乙基）氨基甲酰基被引入到中心苯环上，以抑制三角形骨架的一维堆积并确保在水中的溶解性。将这种三角形预组织分子与葫芦[8]脲（CB[8]）以 2:3 的摩尔比混合在水中，导致第一个溶液相单层二维超分子有机骨架的形成，该骨架由 CB[8]与相邻分子中两个 BP 单元的强络合作用稳定。通过各种（1）H NMR 光谱、动态光散射、X 射线衍射和散射、扫描探针和电子显微镜技术以及与对照体系的自组装结构进行比较，对周期性的蜂窝状二维结构进行了表征。
