Department of Chemistry, Yonsei University, Seoul 03722, Republic of Korea.
Chem Commun (Camb). 2022 Jan 27;58(9):1410-1413. doi: 10.1039/d1cc06569f.
We have synthesised a new aromatic foldamer based on the carbazole-pyridine oligomers that adopt helical conformations dipole-dipole interactions and π-stacking between two ethynyl bond-linked monomers. This foldamer scaffold has been further modified into a synthetic receptor with a tweezer-type binding cavity outside the helical backbone upon folding, in contrast to most aromatic foldamers with internal binding cavities. The tweezer-type cavity is composed of two parallel pyrenyl planes, allowing for the intercalation of a naphthalenediimide guest π-stacking and CH⋯O interactions, as demonstrated using its H NMR spectra and X-ray crystal structure.
我们合成了一种新的基于咔唑-吡啶寡聚物的芳香折叠体，该折叠体采用螺旋构象、偶极-偶极相互作用和两个乙炔基键连接单体之间的π-堆叠。这种折叠骨架进一步被修饰成一个合成受体，在折叠时，在螺旋主链的外部具有镊子型结合腔，与大多数具有内部结合腔的芳香折叠体形成对比。镊子型腔由两个平行的芘基平面组成，允许萘二酰亚胺客体的插入、π-堆叠和 CH⋯O 相互作用，这一点可以通过其 1H NMR 光谱和 X 射线晶体结构证明。
