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Revealing efficient catalytic performance of N-CuOx for aerobic oxidative coupling of aliphatic alkynes: A Langmuir—Hinshelwood reaction mechanism

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Abstract

Oxidative couplings of aliphatic alkynes are crucial for the production of naturally occurring 1,3-diynes. Herein we report the novel approach for effective synthesis of unsaturated coordinated N doped copper oxides (N-CuOx) catalyst, and uncover that N-CuOx catalyst as an additive-free and cost-effective heterogeneous catalyst has highly catalytic performance for directly oxidative coupling of aliphatic alkynes. The key to achieve efficient oxidative coupling of aliphatic alkynes is the synergistic effect of N species and uncoordinated O/Cu species caused by N dopants, which undergoes the Langmuir-Hinshelwood reaction mechanism. The N-CuOx catalyst displays ∼ 89.1% yield for hexadeca-7,9-diyne under mild conditions and stable reusability (5 cycles), showing significant advances compared with the traditionally copper oxides. These findings highlight the heteroatom dopants that provide a new methodology for designing efficient copper catalysts in synthesis of naturally occurring 1,3-diynes.

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Acknowledgements

This work was financially supported by the “Key Program for International S&T Cooperation Projects of China” (No. 2017YFE0124300), Anhui Provincial Natural Science Foundation of China (No. 2008085M47), and Key Projects of the Department of Education of Anhui Province of China (No. RZ2000003450). The authors thank the beamline BL14W1 at Shanghai Synchrotron Radiation Facility (SSRF).

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Authors and Affiliations

  1. College of Chemistry and Chemical Engineering, Anhui University of Technology, Maanshan, 243002, China

    Jun Tang, Bowen Jiao, Fei Ruan, Fengfeng Li, Chao Wan, Minh Ngoc Ha & Qingping Ke

  2. Key Laboratory of Carbon Materials of Zhejiang Province, College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou, 325035, China

    Wei Chen

  3. Key Laboratory of Soil Environment and Pollution Remediation, Institute of Soil Science, the Chinese Academy of Sciences, Nanjing, 210008, China

    Peixin Cui

  4. VNU Key Laboratory of Advanced Material for Green Growth, VNU University of Science, Vietnam National University, Hanoi, 100000, Vietnam

    Minh Ngoc Ha & Van Noi Nguyen

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  1. Jun Tang
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  2. Bowen Jiao
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  9. Van Noi Nguyen
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Correspondence to Wei Chen, Peixin Cui or Qingping Ke.

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Revealing efficient catalytic performance of N-CuOx for aerobic oxidative coupling of aliphatic alkynes: A Langmuir—Hinshelwood reaction mechanism

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Tang, J., Jiao, B., Chen, W. et al. Revealing efficient catalytic performance of N-CuOx for aerobic oxidative coupling of aliphatic alkynes: A Langmuir—Hinshelwood reaction mechanism. Nano Res. 15, 6076–6083 (2022). https://doi.org/10.1007/s12274-022-4323-5

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