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Heterogeneous organophotocatalytic HBr oxidation coupled with oxygen reduction for boosting bromination of arenes

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  • Jie Wang

    (Shenzhen University
    Shenzhen University)

  • Jiahao Liang

    (Shenzhen University
    Shenzhen University)

  • Hao Hou

    (Shenzhen University
    Shenzhen University)

  • Wei Liu

    (Shenzhen University
    Shenzhen University)

  • Hongru Wu

    (Shenzhen University
    Shenzhen University)

  • Hongli Sun

    (Shenzhen University
    Shenzhen University)

  • Wei Ou

    (Shenzhen University
    Shenzhen University)

  • Chenliang Su

    (Shenzhen University
    Shenzhen University)

  • Bin Liu

    (Kowloon
    Kowloon)

Abstract

Developing mild photocatalytic bromination strategies using sustainable bromo source has been attracting intense interests, but there is still much room for improvement. Full utilization of redox centers of photocatalysts for efficient generation of Br+ species is the key. Herein we report heterogenous organophotocatalytic HBr oxidation coupled with oxygen reduction to furnish Br2 and H2O2 for effective bromination of arenes over Al2O3 supported perylene-3,4,9,10-tetracarboxylic dianhydride (PTCDA). Mechanism studies suggest that O-vacancy in Al2O3 can provide Lewis-acid-type anchoring sites for O2, enabling unexpected dual-electron transfer from anchored photoexcited PTCDA to chemically bound O2 to produce H2O2. The in-situ generated H2O2 and Br2 over redox centers work together to generate HBrO for bromination of arenes. This work provides new insights that heterogenization of organophotocatalysts can not only help to improve their stability and recyclability, but also endow them with the ability to trigger unusual reaction mode via cooperative catalysis with supports.

Suggested Citation

  • Jie Wang & Jiahao Liang & Hao Hou & Wei Liu & Hongru Wu & Hongli Sun & Wei Ou & Chenliang Su & Bin Liu, 2024. "Heterogeneous organophotocatalytic HBr oxidation coupled with oxygen reduction for boosting bromination of arenes," Nature Communications, Nature, vol. 15(1), pages 1-10, December.
    • Handle: RePEc:nat:natcom:v:15:y:2024:i:1:d:10.1038_s41467-024-48349-3
    DOI: 10.1038/s41467-024-48349-3
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