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A Three‐Dimensional Capsule‐like Carbon Nanocage as a Segment Model of Capped Zigzag [12,0] Carbon Nanotubes: Synthesis, Characterization, and Complexation with C 70
Author(s) -
Cui Shengsheng,
Zhuang Guilin,
Lu Dapeng,
Huang Qiang,
Jia Hongxing,
Wang Ya,
Yang Shangfeng,
Du Pingwu
Publication year - 2018
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201804031
Subject(s) - diacetylene , cyclohexane , supramolecular chemistry , carbon nanotube , zigzag , materials science , nanocages , crystallography , chemistry , photochemistry , nanotechnology , catalysis , crystal structure , organic chemistry , monomer , polymer , geometry , mathematics
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 C 70 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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