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Synthesis of quadruply boron-doped acenes with stimuli-responsive multicolor emission

Author

Listed:
  • Cheng Chen

    (Nankai University)

  • Yongkang Guo

    (Nankai University)

  • Zhidong Chang

    (Nankai University)

  • Klaus Müllen

    (Ackermannweg 10)

  • Xiao-Ye Wang

    (Nankai University
    Beijing National Laboratory for Molecular Sciences)

Abstract

Boron-doped acenes have attracted attention due to their unique structures and intriguing luminescent properties. However, the hitherto known boron-doped acenes have only one or two boron atoms, limiting the chemical space of this unique family of compounds and the capability to tune their optical properties. Herein, we report the synthesis of quadruply boron-doped acenes, including pentacene, heptacene, and nonacene. The importance of the boron doping level on the luminescent properties of acenes is demonstrated. The title compounds manifest enhanced Lewis acidity as compared with dihydrodiboraacenes, leading to Lewis-base-responsive emission in the solid state. Moreover, quadruply boron-doped nonacene displays mechanochromic luminescence in addition to Lewis-base-responsive properties, realizing high-contrast solid-state multicolor emission. This work greatly expands the chemistry of boron-doped acenes and offers opportunities for developing boron-based luminescent materials.

Suggested Citation

  • Cheng Chen & Yongkang Guo & Zhidong Chang & Klaus Müllen & Xiao-Ye Wang, 2024. "Synthesis of quadruply boron-doped acenes with stimuli-responsive multicolor emission," Nature Communications, Nature, vol. 15(1), pages 1-9, December.
    • Handle: RePEc:nat:natcom:v:15:y:2024:i:1:d:10.1038_s41467-024-51806-8
    DOI: 10.1038/s41467-024-51806-8
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    References listed on IDEAS

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    1. Andrej Jančařík & Jan Holec & Yuuya Nagata & Michal Šámal & Andre Gourdon, 2022. "Preparative-scale synthesis of nonacene," Nature Communications, Nature, vol. 13(1), pages 1-7, December.
    2. José I. Urgel & Shantanu Mishra & Hironobu Hayashi & Jan Wilhelm & Carlo A. Pignedoli & Marco Di Giovannantonio & Roland Widmer & Masataka Yamashita & Nao Hieda & Pascal Ruffieux & Hiroko Yamada & Rom, 2019. "On-surface light-induced generation of higher acenes and elucidation of their open-shell character," Nature Communications, Nature, vol. 10(1), pages 1-9, December.
    3. Kristjan Eimre & José I. Urgel & Hironobu Hayashi & Marco Giovannantonio & Pascal Ruffieux & Shizuka Sato & Satoru Otomo & Yee Seng Chan & Naoki Aratani & Daniele Passerone & Oliver Gröning & Hiroko Y, 2022. "On-surface synthesis and characterization of nitrogen-substituted undecacenes," Nature Communications, Nature, vol. 13(1), pages 1-9, December.
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