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Research Article

Lignin-derived Zn single atom/N-codoped porous carbon for α-alkylation of aromatic ketones with alcohols via borrowing hydrogen strategy

Xueping Zhang1Guo-Ping Lu1( )Kun Wang2Yamei Lin3Pengcheng Wang1( )Wenbin Yi1( )
School of Chemistry and Chemical Engineering, Nanjing University of Science & Technology, Xiaolingwei 200, Nanjing 210094, China
School of Pharmaceutical Sciences, Wenzhou Medical College, University Town, Chashan, Wenzhou 325035, China
School of Food Science and Pharmaceutical Engineering, Nanjing Normal University, Wenyuanstreet 200, Nanjing 210032, China
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Abstract

A green and scalable strategy has been developed for the synthesis of lignin-derived Zn single atom/N-codoped porous carbon (LCN@Zn-SAC) containing similar ZnNx sites with carbonic anhydrases. This catalyst exhibits superior activity on the α-alkylation of ketones with alcohols via borrowing hydrogen strategy (TON up to 15 h−1) than most of previously reported works. The dehydrogenation of benzyl alcohol is the rate-determining step based on kinetic experiment results. According to experimental and theoretical calculation results, Zn electron density is inversely proportional to reaction energy barriers, because Zn sites with less positive charge (ZnN4 and ZnN3C) in Zn-SACs display better borrowing hydrogen ability than other Zn sites. Furthermore, this catalyst can be recycled by simple centrifugation, which can be reused at least 8 runs with no obvious lose in activity. To the best of our knowledge, this is the first example of non-noble metal-SAC-catalyzed α-alkylation via borrowing hydrogen strategy.

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Pages 1874-1881
Cite this article:
Zhang X, Lu G-P, Wang K, et al. Lignin-derived Zn single atom/N-codoped porous carbon for α-alkylation of aromatic ketones with alcohols via borrowing hydrogen strategy. Nano Research, 2022, 15(3): 1874-1881. https://doi.org/10.1007/s12274-021-3788-y
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Received: 18 June 2021
Revised: 26 July 2021
Accepted: 01 August 2021
Published: 02 September 2021
© Tsinghua University Press and Springer-Verlag GmbH Germany, part of Springer Nature 2021
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