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Published on: March 4, 2021
A cycloparaphenylene nanoring with graphenic hexabenzocoronene sidewalls
Dapeng Lu1, Haotian Wu, Yafei Dai
1Key Laboratory of Materials for Energy Conversion, Chinese Academy of Sciences, Department of Materials Science and Engineering, iChEM (Collaborative Innovation Center of Chemistry for Energy Materials), University of Science and Technology of China (USTC), 96 Jinzhai Road, Hefei, Anhui Province 230026, P. R. China.
Abstract:
Herein we report the synthesis of a novel hexabenzocoronene-containing cycloparaphenylene carbon nanoring, cyclo[12]-paraphenylene[2]-2,11-hexabenzocoronenylene, by metal-mediated cross-coupling reactions. The nanoring was accomplished by rationally designed palladium-catalyzed coupling of diborylhexabenzocoronene and L-shaped cyclohexane units, followed by nickel-mediated C-Br/C-Br coupling and the aromatization of cyclohexane moieties. The structure was confirmed by NMR and HR-MS. Especially, the cycloparaphenylene structure is firstly observed by STM. The photophysical properties were studied using UV-Vis spectroscopy, photoluminescence (PL) spectroscopy, and theoretical calculations.
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