首页|C-H…S Hydrogen Bond Assisted Supramolecular Encapsulation of Fullerenes with Nanobelts

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

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Hydrogen-bonded capsules have been widely employed as supramolecular hosts for organic mo-lecular guests.Encapsulation of fullerenes by cap-sules 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 ob-served by the presence of multiple(sp3)C-H…S hy-drogen bonds.The strong binding affinity and tailorable complexation mode enable further appli-cations of nanobelts in fullerene chemistry.

supramolecular capsulefullerenehydro-gen bondnanobelthost-guest chemistry

Jialin Xie、Xia Li、Zhenglin Du、Yandie Liu、Kelong Zhu

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School of Chemistry,Sun Yat-Sen University,Guangzhou 510275

国家自然科学基金国家自然科学基金Program for Guangdong Introducing Innovative and Entrepreneurial TeamsPearl River Talent ProgramStarry Night Science Fund of Zhejiang University Shanghai Institute for Advanced Study

21971268221712952017ZT07C0692017GC010623SN-ZJU-SIAS-006

2023

中国化学会会刊(英文)

中国化学会会刊(英文)

CSCD
ISSN:
年,卷(期):2023.5(4)
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