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Size-Selective Homocoupling of Arylboronic Acids Mediated by a Copper-Based Metal–Organic-Framework

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Abstract

Copper-based metal–organic-frameworks with open metal sites have received increasing research interest as heterogeneous catalysts for various organic transformations. A copper-based metal organic framework (1) built with L-NO2 ligand (L-NO2 = 4,4′-dicarboxy-4″-nitrotriphenylamine) was selected for catalyzing aerobic homocoupling of arylboronic acid toward biaryl products given its structural robustness and 1-D channels lined with rich open metal sites. The experimental results show that MOF (1) exhibits pronounced size selectivity over arylboronic acid molecules, which is only effective for short arylboronic acid molecules (e.g. phenylboronic acid, p-methylphenylboronic acid and p-fluorophenylboronic acid), giving the corresponding biaryl products in good yields. Moreover, MOF (1) also demonstrates a good recyclability which only shows a small decay in the catalytic performance after five repeated runs.

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All data generated or analysed during this study are included in this article [and its supplementary information files].

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Acknowledgements

We acknowledge financial support from the National Natural Science Foundation of China (NSFC) (Grant No. 21171036), and the Fundamental Research Funds for the Central Universities (Grant No. 3207047406).

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All funding information has been listed in the acknowledgement section.

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Author notes

  1. Xu-Feng Yang and Li-Li Zhang have contributed equally to this work.

Authors and Affiliations

  1. School of Chemistry and Chemical Engineering, Southeast University, Nanjing, 211189, China

    Xu-Feng Yang, Li-Li Zhang & Hai-Bin Zhu

Authors
  1. Xu-Feng Yang
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  2. Li-Li Zhang
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  3. Hai-Bin Zhu
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Contributions

X-FY and L–LZ performed the experiment. H-BZ is responsible for data analysis and manuscript writing.

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Correspondence to Hai-Bin Zhu.

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Yang, XF., Zhang, LL. & Zhu, HB. Size-Selective Homocoupling of Arylboronic Acids Mediated by a Copper-Based Metal–Organic-Framework. J Inorg Organomet Polym 31, 4623–4627 (2021). https://doi.org/10.1007/s10904-021-02056-4

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  • DOI: https://doi.org/10.1007/s10904-021-02056-4

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