Unexpected and divergent mechanosynthesis of furanoid-bridged fullerene dimers C120O and C120O2

Gang Shao; Yuan-Yuan Liu; Chuang Niu; Zheng-Chun Yin; Shi-Qi Ye; Yang-Rong Yao; Muqing Chen; Jun-Shen Chen; Xu-Ling Xia; Shangfeng Yang; Guan-Wu Wang

doi:10.1039/D4SC04167D

Unexpected and divergent mechanosynthesis of furanoid-bridged fullerene dimers C₁₂₀O and C₁₂₀O₂†

Gang Shao,‡^a Yuan-Yuan Liu,‡^a Chuang Niu,

^b Zheng-Chun Yin,

^b Shi-Qi Ye,^a Yang-Rong Yao,^d Muqing Chen,

^e Jun-Shen Chen,^a Xu-Ling Xia,^a Shangfeng Yang

*^d and Guan-Wu Wang

*^abc

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* Corresponding authors

^a Hefei National Research Center for Physical Sciences at Microscale and Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, P. R. China
E-mail: gwang@ustc.edu.cn

^b Key Laboratory of Functional Molecular Solids, Ministry of Education, Anhui Laboratory of Molecule-Based Materials, and School of Chemistry and Materials Science, Anhui Normal University, Wuhu, Anhui 241002, P. R. China

^c State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou, Gansu 730000, P. R. China

^d Hefei National Research Center for Physical Sciences at the Microscale, CAS Key Laboratory of Materials for Energy Conversion, and Department of Materials Science and Engineering, University of Science and Technology of China, Hefei, Anhui, P. R. China
E-mail: sfyang@ustc.edu.cn

^e School of Environment and Civil Engineering, Dongguan University of Technology, Dongguan, Guangdong, P. R. China

Abstract

An unexpected, divergent and efficient approach toward furanoid-bridged fullerene dimers C₁₂₀O and C₁₂₀O₂ was established under different solvent-free ball-milling conditions by simply using pristine C₆₀ as the starting material, water as the oxygen source and FeCl₃ as the mediator. The structures of C₁₂₀O and C₁₂₀O₂ were unambiguously established by single-crystal X-ray crystallography. A plausible reaction mechanism is proposed on the basis of control experiments. Furthermore, C₁₂₀O₂ has been applied in organic solar cells as the third component and exhibits good performance.

Chemical Science

Unexpected and divergent mechanosynthesis of furanoid-bridged fullerene dimers C₁₂₀O and C₁₂₀O₂†

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Unexpected and divergent mechanosynthesis of furanoid-bridged fullerene dimers C₁₂₀O and C₁₂₀O₂

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