C–H…S Hydrogen Bond Assisted Supramolecular Encapsulation of Fullerenes with Nanobelts  

作　　者：Jialin Xie Xia Li Zhenglin Du Yandie Liu Kelong Zhu 

机构地区：[1]School of Chemistry,Sun Yat-Sen University,Guangzhou 510275

出　　处：《CCS Chemistry》2023年第4期958-970,共13页中国化学会会刊（英文）

基　　金：the National Natural Science Foundation of China(grant nos.21971268 and 22171295);the Program for Guangdong Introducing Innovative and Entrepreneurial Teams(grant no.2017ZT07C069);Pearl River Talent Program(grant no.2017GC010623);the Starry Night Science Fund of Zhejiang University Shanghai Institute for Advanced Study(grant no.SN-ZJU-SIAS-006)for financial support.

摘　　要：Hydrogen-bonded capsules have been widely employed as supramolecular hosts for organic molecular guests.Encapsulation of fullerenes by capsules is relatively scarce,especially those that utilize sulfur atoms as hydrogen-bond acceptors.Herein,we describe,in both solution and solid state,a bowl-shaped nanobelt[8]cyclophenoxathiin 1a and its tetra-methylated derivative 1b that can form C–H⋯S hydrogen-bonded capsules induced by complexation with suitable fullerenes.1a strongly encapsulates C60,C70,or 6,6-phenyl-C61-butyric acid methyl ester(PC61BM)to form a 2∶1 ternary complex featuring 16 equatorial(sp2)C–H⋯S hydrogen bonds.A pseudorotaxane structure was further obtained for the complex of 1a with PC61BM.Conversely,a 1∶1 inclusion complex was observed for binding C60 or PC61BM with 1b indicating the reduced tendency to form capsules by introducing methyl groups into the belt.Surprisingly,the capsule-like structure was retained for the 1:2 complex of C70 with 1b as observed by the presence of multiple(sp3)C–H⋯S hydrogen bonds.The strong binding affinity and tailorable complexation mode enable further applications of nanobelts in fullerene chemistry.

关 键 词：supramolecular capsule FULLERENE hydrogen bond NANOBELT host-guest chemistry 

分 类 号：O62[理学—有机化学]