Guest-adaptive chiral coassembly of a conformationally locked host into supramolecular boxes and ladders through arene-perfluoroarene force

作     者：Weilong Ma Xinyi Li Aiyou Hao Pengyao Xing 

作者机构：School of Chemistry and Chemical EngineeringShandong UniversityJinan 250100China 

出 版 物：《Science China Chemistry》 (中国科学（化学英文版）)

年 卷 期：2024年第67卷第10期

页      面：3482-3492页

核心收录：

学科分类：081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 

基　　金：supported by the National Natural Science Foundation of China(21901145,22171165,22371170) the financial support from the Youth Cross-Scientific Innovation Group of Shandong University 

主　　题：arene-perfluoroarene force coassembly supramolecular chirality selectivity 

摘      要：Unveiling the role of weak non-covalent forces in chiral self-assembly is pivotal in the design and fabrication of functional chiroptical *** nature of arene-perfluoroarene(AP)force is the electrostatic attraction betweenπ-hole andπplanes of perfluoroarenes and polyaromatic hydrocarbons(PAHs),which is emerging in constructing supramolecular motifs and coassembled optical *** this work,we reveal the potential of AP forces in building diversified levels of chiral coassemblies adaptive to the geometries of *** naphthalene-F8was covalently conjugated with a chiral amine,which folded into a semi-rectangular geometry via two intramolecular F···H *** of naphthalene,anthracene,pyrene,carbazole,perylene and benzoperylene were introduced to afford coassemblies in the crystalline state.X-ray structures suggest the formation of supramolecular boxes that encapsulate the PAHs with a 2:1 stoichiometric ratio,as well as the formation of consecutive layered ladders with a 1:1 stoichiometric *** preference is adaptive to the geometries of PAHs,and experimental and computational results evidenced the ladder structures possess strong binding *** this top,the selective chiral recognition in the mixtures of PAHs was realized,which shows promising applications in the separation of PAHs and rational design of crystalline chiroptical materials.