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Synthesis of Giant π-Extended Molecular Macrocyclic Rings as Finite Models of Carbon Nanotubes Displaying Enriched Size-Dependent Physical Properties
Authors:Hongxing Jia  Prof Guilin Zhuang  Qiang Huang  Jinyi Wang  Yayu Wu  Shengsheng Cui  Prof Shangfeng Yang  Prof Pingwu Du
Institution:1. Hefei National Laboratory for Physical Sciences at the Microscale, CAS Key Laboratory of Materials for Energy Conversion, Department of Materials Science and Engineering, iChEM (Collaborative Innovation Center of Chemistry for Energy Materials), University of Science and Technology of China (USTC), Hefei, Anhui Province, 230026 P.R. China

These authors contributed equally to this work.;2. College of Chemical Engineering, Zhejiang University of Technology, 18, Chaowang Road, Hangzhou, Zhejiang Province, 310032 P.R. China

These authors contributed equally to this work.;3. Hefei National Laboratory for Physical Sciences at the Microscale, CAS Key Laboratory of Materials for Energy Conversion, Department of Materials Science and Engineering, iChEM (Collaborative Innovation Center of Chemistry for Energy Materials), University of Science and Technology of China (USTC), Hefei, Anhui Province, 230026 P.R. China

Abstract:Bottom-up synthesis of π-extended macrocyclic carbon rings is promising for constructing length- and diameter-specific carbon nanotubes (CNTs). However, it is still a great challenge to realize size-controllable giant carbon macrocycles. Herein, a tunable synthesis of curved nanographene-based giant π-extended macrocyclic rings (CHBCn]s; n=8, 6, 4), as finite models of armchair CNTs, is reported. Among them, CHBC8] contains 336 all-carbon atoms and is the largest cyclic conjugated molecular CNT segment ever reported. CHBCn]s were systematically characterized by various spectroscopic methods and applied in photoelectrochemical cells for the first time. This revealed that the proton chemical shifts, fluorescence, and electronic and photoelectrical properties of CHBCn]s are highly dependent on the macrocycle diameter. The tunable bottom-up synthesis of giant macrocyclic rings could pave the way towards large π-extended diameter- and chirality-specific CNT segments.
Keywords:carbon  cyclization  macrocycles  nanotubes  photophysics
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