Electro-Assisted Cyclohexene Selective Oxidation to Cyclohexanediol under Ambient Conditions

Extensive research interest has been sparked by the synthesis of 1,2-cyclohexanediol from cyclohexene, valued for its applications in epoxy resin diluent, unsaturated polyester precursors and fire retardants. However, traditional synthetic approaches typically require high temperatures, elevated pressures, long reaction times, complex catalysts and high costs, thereby limiting their widespread industrial application. In contrast, our approach achieves cyclohexene oxidation at ambient temperature and pressure using electrochemically generated *OOH radicals on a cathode in this work. Herein, we developed a bimetallic Fe4Mo2N electrocatalyst characterized by unique lattice distortion properties. Remarkably, this catalyst demonstrated negligible activity decay over 100 h, with *OOH radicals achieving nearly 100% selectivity in converting cyclohexene to 1,2-cyclohexanediol. Density functional theory (DFT) calculations have elucidated that modifications in the coordination environment of the metal active site enhance the formation of distinct Fe–*OOH species. These species demonstrate superior oxidative catalytic activity, facilitating selective conversion from cyclohexene to cyclohexanediol. Our method represents a significant advancement in making the cyclohexene-to-cyclohexanediol route more accessible for industrial applications, offering a cost-effective and efficient alternative to conventional methods.

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Publication Details

Journal
ACS Catalysis
Published
2025-05-07
DOI
https://doi.org/10.1021/acscatal.5c00988
Citations
1
Primary Topic
Oxidative Organic Chemistry Reactions
Type
article
Field-Weighted Citation Impact
0.94

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article

Electro-Assisted Cyclohexene Selective Oxidation to Cyclohexanediol under Ambient Conditions

Qingsong Dong, Zhaomin Hao, Shengting Kuang, Santhosh Kamaraj et al.
1 citations
ACS Catalysis
Oxidative Organic Chemistry Reactions
0.94
article

Electro-Assisted Cyclohexene Selective Oxidation to Cyclohexanediol under Ambient Conditions

Qingsong Dong, Zhaomin Hao, Shengting Kuang, Santhosh Kamaraj, Wuping Liao, Zhen Ji, Jianrong Zeng, Wenjie Wu, Ya Wang, Jiao Liu, Yang Yang, Tengfei Zhang, Yitong Wang, Zhirong Li
article en
1 citations

Abstract

Extensive research interest has been sparked by the synthesis of 1,2-cyclohexanediol from cyclohexene, valued for its applications in epoxy resin diluent, unsaturated polyester precursors and fire retardants. However, traditional synthetic approaches typically require high temperatures, elevated pressures, long reaction times, complex catalysts and high costs, thereby limiting their widespread industrial application. In contrast, our approach achieves cyclohexene oxidation at ambient temperature and pressure using electrochemically generated *OOH radicals on a cathode in this work. Herein, we developed a bimetallic Fe4Mo2N electrocatalyst characterized by unique lattice distortion properties. Remarkably, this catalyst demonstrated negligible activity decay over 100 h, with *OOH radicals achieving nearly 100% selectivity in converting cyclohexene to 1,2-cyclohexanediol. Density functional theory (DFT) calculations have elucidated that modifications in the coordination environment of the metal active site enhance the formation of distinct Fe–*OOH species. These species demonstrate superior oxidative catalytic activity, facilitating selective conversion from cyclohexene to cyclohexanediol. Our method represents a significant advancement in making the cyclohexene-to-cyclohexanediol route more accessible for industrial applications, offering a cost-effective and efficient alternative to conventional methods.

ACS CatalysisVol. 15(10)
Henan University (CN), Chinese Academy of Sciences (CN), Shanghai Advanced Research Institute (CN), Advanced Research Institute (US), Academy of Innovation Management (RU)
National Natural Science Foundation of China, Chinese Academy of Sciences, Science and Technology Department of Henan Province, Key Research and Development Program of Jiangxi Province, National Key Research and Development Program of China
Openalex Percentile: Top 26%
Oxidative Organic Chemistry Reactions
0.94
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