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On-surface synthesis of planar dendrimers via divergent cross-coupling reaction

Author

Listed:
  • Deng-Yuan Li

    (East China University of Science & Technology)

  • Shi-Wen Li

    (East China University of Science & Technology)

  • Yu-Li Xie

    (East China University of Science & Technology)

  • Xin Hua

    (East China University of Science & Technology)

  • Yi-Tao Long

    (East China University of Science & Technology)

  • An Wang

    (East China University of Science & Technology)

  • Pei-Nian Liu

    (East China University of Science & Technology)

Abstract

Dendrimers are homostructural and highly branched macromolecules with unique dendritic effects and extensive use in multidisciplinary fields. Although thousands of dendrimers have been synthesized in solution, the on-surface synthetic protocol for planar dendrimers has never been explored, limiting the elucidation of the mechanism of dendritic effects at the single-molecule level. Herein, we describe an on-surface synthetic approach to planar dendrimers, in which exogenous palladium is used as a catalyst to address the divergent cross-coupling of aryl bromides with isocyanides. This reaction enables one aryl bromide to react with two isocyanides in sequential steps to generate the divergently grown product composed of a core and two branches with high selectivity and reactivity. Then, a dendron with four branches and dendrimers with eight or twelve branches in the outermost shell are synthesized on Au(111). This work opens the door for the on-surface synthesis of various planar dendrimers and relevant macromolecular systems.

Suggested Citation

  • Deng-Yuan Li & Shi-Wen Li & Yu-Li Xie & Xin Hua & Yi-Tao Long & An Wang & Pei-Nian Liu, 2019. "On-surface synthesis of planar dendrimers via divergent cross-coupling reaction," Nature Communications, Nature, vol. 10(1), pages 1-9, December.
  • Handle: RePEc:nat:natcom:v:10:y:2019:i:1:d:10.1038_s41467-019-10407-6
    DOI: 10.1038/s41467-019-10407-6
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    Cited by:

    1. Junbo Wang & Kaifeng Niu & Huaming Zhu & Chaojie Xu & Chuan Deng & Wenchao Zhao & Peipei Huang & Haiping Lin & Dengyuan Li & Johanna Rosen & Peinian Liu & Francesco Allegretti & Johannes V. Barth & Bi, 2024. "Universal inter-molecular radical transfer reactions on metal surfaces," Nature Communications, Nature, vol. 15(1), pages 1-10, December.

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