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

Shengsheng Cui; Guilin Zhuang; Dapeng Lu; Qiang Huang; Hongxing Jia; Ya Wang; Shangfeng Yang; Pingwu Du

doi:10.1002/anie.201804031

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

Angew Chem Int Ed Engl. 2018 Jul 20;57(30):9330-9335. doi: 10.1002/anie.201804031. Epub 2018 Jun 25.

Authors

Shengsheng Cui¹, Guilin Zhuang², Dapeng Lu¹, Qiang Huang¹, Hongxing Jia¹, Ya Wang¹, Shangfeng Yang¹, Pingwu Du¹

Affiliations

¹ Hefei National Laboratory for Physical Sciences at the Microscale, CAS Key Laboratory of Materials for Energy Conversion, Department of Materials Science and Engineering, Collaborative Innovation Center of Chemistry for Energy Materials (iChEM), University of Science and Technology of China (USTC), Hefei, Anhui Province, 230026, China.
² College of Chemical Engineering, Zhejiang University of Technology, 18, Chaowang Road, Hangzhou, Zhejiang Province, 310032, China.

PMID: 29771461
DOI: 10.1002/anie.201804031

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 .

Keywords: carbon nanotube segments; curved polyaromatic hydrocarbons; nanocages; nanocapsules; three-dimensional materials.