Electrosynthesis of buckyballs with fused-ring systems from PCBM and its analogue

Wei-Feng Wang, Kai-Qing Liu, Chuang Niu, Yun-Shu Wang, Yang-Rong Yao, Zheng-Chun Yin, Muqing Chen, Shi-Qi Ye, Shangfeng Yang () and Guan-Wu Wang ()
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Wei-Feng Wang: University of Science and Technology of China
Kai-Qing Liu: University of Science and Technology of China
Chuang Niu: University of Science and Technology of China
Yun-Shu Wang: Hefei No. 1 High School
Yang-Rong Yao: University of Science and Technology of China
Zheng-Chun Yin: University of Science and Technology of China
Muqing Chen: University of Science and Technology of China
Shi-Qi Ye: University of Science and Technology of China
Shangfeng Yang: University of Science and Technology of China
Guan-Wu Wang: University of Science and Technology of China

Nature Communications, 2023, vol. 14, issue 1, 1-8

Abstract: Abstract [6,6]-Phenyl-C61-butyric acid methyl ester (PCBM), a star molecule in the fullerene field, has found wide applications in materials science. Herein, electrosynthesis of buckyballs with fused-ring systems has been achieved through radical α-C−H functionalization of the side-chain ester for both PCBM and its analogue, [6,6]-phenyl-C61-propionic acid methyl ester (PCPM), in the presence of a trace amount of oxygen. Two classes of buckyballs with fused bi- and tricyclic carbocycles have been electrochemically synthesized. Furthermore, an unknown type of a bisfulleroid with two tethered [6,6]-open orifices can also be efficiently generated from PCPM. All three types of products have been confirmed by single-crystal X-ray crystallography. A representative intramolecularly annulated isomer of PCBM has been applied as an additive to inverted planar perovskite solar cells and boosted a significant enhancement of power conversion efficiency from 15.83% to 17.67%.

Date: 2023
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DOI: 10.1038/s41467-023-43774-2

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