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Unraveling the electrocatalytic reduction mechanism of enols on copper in aqueous media

Author

Listed:
  • Zhihao Cui

    (The Ohio State University)

  • Xing’an Dong

    (University of Electronic Science and Technology of China)

  • Sung Gu Cho

    (The Ohio State University)

  • Modeste N. Tegomoh

    (The Ohio State University)

  • Weidong Dai

    (University of Electronic Science and Technology of China)

  • Fan Dong

    (University of Electronic Science and Technology of China)

  • Anne C. Co

    (The Ohio State University)

Abstract

Deoxygenation of aldehydes and their tautomers to alkenes and alkanes has implications in refining biomass-derived fuels for use as transportation fuel. Electrochemical deoxygenation in ambient, aqueous solution is also a potential green synthesis strategy for terminal olefins. In this manuscript, direct electrochemical conversion of vinyl alcohol and acetaldehyde on polycrystalline Cu to ethanol, ethylene and ethane; and propenol and propionaldehyde to propanol, propene and propane is reported. Sensitive detection was achieved using a rotating disk electrode coupled with gas chromatography-mass spectrometry. In-situ attenuated total reflection surface-enhanced infrared absorption spectroscopy, and in-situ Raman spectroscopy confirmed the adsorption of the vinyl alcohol. Calculations using canonical and grand-canonical density functional theory and experimental findings suggest that the rate-determining step for ethylene and ethane formation is an electron transfer step to the adsorbed vinyl alcohol. Finally, we extend our conclusions to the enol reaction from higher-order soluble aldehyde and ketone. The products observed from the reduction reaction also sheds insights into plausible reaction pathways of CO2 to C2 and C3 products.

Suggested Citation

  • Zhihao Cui & Xing’an Dong & Sung Gu Cho & Modeste N. Tegomoh & Weidong Dai & Fan Dong & Anne C. Co, 2022. "Unraveling the electrocatalytic reduction mechanism of enols on copper in aqueous media," Nature Communications, Nature, vol. 13(1), pages 1-12, December.
    • Handle: RePEc:nat:natcom:v:13:y:2022:i:1:d:10.1038_s41467-022-33620-2
    DOI: 10.1038/s41467-022-33620-2
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    1. Yao-Hui Wang & Shisheng Zheng & Wei-Min Yang & Ru-Yu Zhou & Quan-Feng He & Petar Radjenovic & Jin-Chao Dong & Shunning Li & Jiaxin Zheng & Zhi-Lin Yang & Gary Attard & Feng Pan & Zhong-Qun Tian & Jian, 2021. "In situ Raman spectroscopy reveals the structure and dissociation of interfacial water," Nature, Nature, vol. 600(7887), pages 81-85, December.
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