A Three-Dimensional Capsule-like Carbon Nanocage as a Segment Model of Capped Zigzag [12,0] Carbon Nanotubes: Synthesis, Characterization, and Complexation with C70

Angewandte Chemie
Shengsheng CuiPingwu Du

Abstract

Herein we report the synthesis and photophysical and supramolecular properties of a novel three-dimensional capsule-like hexa-peri-hexabenzocoronene (HBC)-containing carbon nanocage, tripodal-[2]HBC, which is the first synthetic model of capped zigzag [12,0] carbon nanotubes (CNTs). Tripodal-[2]HBC was synthesized by the palladium-catalyzed coupling of triboryl hexabenzocoronene and L-shaped cyclohexane units, followed by nickel-mediated C-Br/C-Br coupling and subsequent aromatization of the cyclohexane moieties. The physical properties of tripodal-[2]HBC and its supramolecular host-guest interaction with C70 were further studied by UV/Vis and fluorescence spectroscopy. Theoretical calculations revealed that the strain energy of tripodal-[2]HBC was as high as 55.2 kcal mol-1 .

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Citations

Jan 29, 2019·Chemistry : a European Journal·Shinji Toyota, Eiji Tsurumaki
Mar 8, 2019·Angewandte Chemie·Qiang HuangPingwu Du
Jul 3, 2019·Organic & Biomolecular Chemistry·Yuta NakagawaShunji Ito
Jun 14, 2019·Angewandte Chemie·Youzhi Xu, Max von Delius
Aug 25, 2019·Nature Communications·Shinya AdachiNaoya Kumagai
May 20, 2020·Angewandte Chemie·Vicente G JiménezAraceli G Campaña
Jul 30, 2020·Chemical Communications : Chem Comm·Longfei YangYunqi Liu
Sep 23, 2020·Chemical Communications : Chem Comm·Anton J StasyukAlexander A Voityuk
Oct 28, 2019·Frontiers in Chemistry·Dapeng LuPingwu Du
Mar 1, 2019·Israel Journal of Chemistry·Zhengqing ZhaoMingming Zhang
Feb 27, 2021·Angewandte Chemie·Yong YangMichal Juríček
Apr 23, 2021·Angewandte Chemie·Niklas GrabickiOliver Dumele
Jul 30, 2021·Journal of the American Chemical Society·Jan S WössnerBirgit Esser
Mar 25, 2019·Journal of the American Chemical Society·Xuefeng LuJishan Wu
Sep 14, 2019·Accounts of Chemical Research·Yasutomo SegawaKenichiro Itami
Sep 29, 2018·Journal of the American Chemical Society·Yi ShiJ Fraser Stoddart
Oct 30, 2021·Accounts of Chemical Research·Jinyi WangPingwu Du
Nov 27, 2021·ChemPlusChem·Yong Yang, Michal Juríček

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