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Nano Research 2020, 13(11): 3082-3087 https://doi.org/10.1007/s12274-020-2977-4
Research Article | Issue | Published: 20 July 2020

Controlling N-doping type in carbon to boost single-atom site Cu catalyzed transfer hydrogenation of quinoline

Show Author's Information Jian Zhang1,§,  Caiyan Zheng2,§,  Maolin Zhang3,  Yajun Qiu1,  Qi Xu1,  Weng-Chon Cheong4,  Wenxing Chen5,  Lirong Zheng6,  Lin Gu7,  Zhengpeng Hu2,  Dingsheng Wang1( ),  Yadong Li1( )
Department of Chemistry, Tsinghua University, Beijing 100084, China
School of Physics, Nankai University, Tianjin 300071, China
KAUST Catalysis Center (KCC), King Abdullah University of Science and Technology, Thuwal 23955-6900, Saudi Arabia
Department of Physics and Chemistry, Faculty of Science and Technology, University of Macau, Taipa, Macau SAR, China
School of Materials Science and Engineering, Beijing Institute of Technology, Beijing 100081, China
Beijing Synchrotron Radiation Facility, Institute of High Energy Physics, Chinese Academy of Sciences, Beijing 100049, China
Beijing National Laboratory for Condensed Matter Physics, Institute of Physics, Chinese Academy of Sciences, Beijing 100190, China

§ Jian Zhang and Caiyan Zheng contributed equally to this work.

Keywords:
nitrogen-doped carbon, metal oxide, nitrogen-doping type, single-atom site catalyst, transfer hydrogenation
Topics:
CarbonCatalyst activityCatalyst selectivity CopperDoping (additives)Hydrogenation
Cite this article:
Zhang J, Zheng C, Zhang M, et al. Controlling N-doping type in carbon to boost single-atom site Cu catalyzed transfer hydrogenation of quinoline. Nano Research, 2020, 13(11): 3082-3087. https://doi.org/10.1007/s12274-020-2977-4
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Abstract Full text Electronic supplementary material About this article

Single-atom site (SA) catalysts on N-doped carbon (CN) materials exhibit prominent performance for their active sites being M-Nx. Due to the commonly random doping behaviors of N species in these CN, it is a tough issue to finely regulate their doping types and clarify their effect on the catalytic property of such catalysts. Herein, we report that the N-doping type in CN can be dominated as pyrrolic-N and pyridinic-N respectively through compounding with different metal oxides. It is found that the proportion of distinct doped N species in CN depends on the acidity and basicity of compounded metal oxide host. Owing to the coordination by pyrrolic-N, the SA Cu catalyst displays an enhanced activity (two-fold) for transfer hydrogenation of quinoline to access the valuable molecule tetrahydroquinoline with a good selectivity (99%) under mild conditions. The higher electron density of SA Cu species induced by the predominate pyrrolic-N coordination benefits the hydrogen transfer process and reduces the energy barrier of the hydrogenation pathway, which accounts for the improved catalytic effeciency.


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About this article

Controlling N-doping type in carbon to boost single-atom site Cu catalyzed transfer hydrogenation of quinoline

Show Author's information Jian Zhang1,§, Caiyan Zheng2,§, Maolin Zhang3, Yajun Qiu1, Qi Xu1, Weng-Chon Cheong4, Wenxing Chen5, Lirong Zheng6, Lin Gu7, Zhengpeng Hu2, Dingsheng Wang1( ), Yadong Li1( )
Department of Chemistry, Tsinghua University, Beijing 100084, China
School of Physics, Nankai University, Tianjin 300071, China
KAUST Catalysis Center (KCC), King Abdullah University of Science and Technology, Thuwal 23955-6900, Saudi Arabia
Department of Physics and Chemistry, Faculty of Science and Technology, University of Macau, Taipa, Macau SAR, China
School of Materials Science and Engineering, Beijing Institute of Technology, Beijing 100081, China
Beijing Synchrotron Radiation Facility, Institute of High Energy Physics, Chinese Academy of Sciences, Beijing 100049, China
Beijing National Laboratory for Condensed Matter Physics, Institute of Physics, Chinese Academy of Sciences, Beijing 100190, China

§ Jian Zhang and Caiyan Zheng contributed equally to this work.

Abstract

Single-atom site (SA) catalysts on N-doped carbon (CN) materials exhibit prominent performance for their active sites being M-Nx. Due to the commonly random doping behaviors of N species in these CN, it is a tough issue to finely regulate their doping types and clarify their effect on the catalytic property of such catalysts. Herein, we report that the N-doping type in CN can be dominated as pyrrolic-N and pyridinic-N respectively through compounding with different metal oxides. It is found that the proportion of distinct doped N species in CN depends on the acidity and basicity of compounded metal oxide host. Owing to the coordination by pyrrolic-N, the SA Cu catalyst displays an enhanced activity (two-fold) for transfer hydrogenation of quinoline to access the valuable molecule tetrahydroquinoline with a good selectivity (99%) under mild conditions. The higher electron density of SA Cu species induced by the predominate pyrrolic-N coordination benefits the hydrogen transfer process and reduces the energy barrier of the hydrogenation pathway, which accounts for the improved catalytic effeciency.

Keywords: nitrogen-doped carbon, metal oxide, nitrogen-doping type, single-atom site catalyst, transfer hydrogenation

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Publication history
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Acknowledgements

Publication history

Received: 03 July 2020
Revised: 06 July 2020
Accepted: 08 July 2020
Published: 20 July 2020
Issue date: November 2020

Copyright

© Tsinghua University Press and Springer-Verlag GmbH Germany, part of Springer Nature 2020

Acknowledgements

This work was supported by the National Key R&D Program of China (Nos. 2018YFA0702003 and 2016YFA0202801), the National Natural Science Foundation of China (Nos. 21890383, 21671117, 21871159, and 21901135), the National Postdoctoral Program for Innovative Talents, the Shuimu Tsinghua Scholar, Science and Technology Key Project of Guangdong Province of China (No. 2020B010188002), and Beijing Municipal Science & Technology Commission (No. Z191100007219003). We thank the BL14W1 station in Shanghai Synchrotron Radiation Facility (SSRF) and 1W1B station for XAFS measurement in Beijing Synchrotron Radiation Facility (BSRF).

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