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

Author

Listed:
  • 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
    Dongguan University of Technology)

  • 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
    Lanzhou University)

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%.

Suggested Citation

  • Wei-Feng Wang & Kai-Qing Liu & Chuang Niu & Yun-Shu Wang & Yang-Rong Yao & Zheng-Chun Yin & Muqing Chen & Shi-Qi Ye & Shangfeng Yang & Guan-Wu Wang, 2023. "Electrosynthesis of buckyballs with fused-ring systems from PCBM and its analogue," Nature Communications, Nature, vol. 14(1), pages 1-8, December.
  • Handle: RePEc:nat:natcom:v:14:y:2023:i:1:d:10.1038_s41467-023-43774-2
    DOI: 10.1038/s41467-023-43774-2
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    1. Yun-Yan Xu & Han-Rui Tian & Shu-Hui Li & Zuo-Chang Chen & Yang-Rong Yao & Shan-Shan Wang & Xin Zhang & Zheng-Zhong Zhu & Shun-Liu Deng & Qianyan Zhang & Shangfeng Yang & Su-Yuan Xie & Rong-Bin Huang &, 2019. "Flexible decapyrrylcorannulene hosts," Nature Communications, Nature, vol. 10(1), pages 1-9, December.
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