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Tuning regioselective oxidation toward phenol via atomically dispersed iron sites on carbon
Ding, Yuxiao1,2; Zhang, Pengfei2; Xiong, Hailong3; Sun, Xiaoyan1,4; Klyushin, Alexander5; Zhang, Bingsen6; Liu, Zigeng7; Zhang, Jinshui2; Zhu, Huiyuan2; Qiao, Zhen-An3; Heumann, Saskia1; Dai, Sheng2
Corresponding AuthorQiao, Zhen-An(qiaozhenan@jlu.edu.cn) ; Heumann, Saskia(saskia.heumann@cec.mpg.de) ; Dai, Sheng(dais@ornl.gov)
2020-09-21
Source PublicationGREEN CHEMISTRY
ISSN1463-9262
Volume22Issue:18Pages:6025-6032
AbstractThe development of environmentally benign catalysts for highly regioselective hydroxylation of phenol remains an unsolved challenge in both industry and academia because the electrophilic substitution of phenol simultaneously occurs on both ortho- and para-positions. Herein, we report a designed atomically dispersed iron-based heterogeneous catalyst, in which the iron species is coordinated by a functionalized ionic liquid monolayer on carbon nanotubes. The catalyst exhibits an unprecedented level of regioselectivity (>99%) towards the hydroxylation of phenol and displays a much better activity (TOF towards catechol productivity, 1.79 s(-1)) compared to the homogeneous free ion system (TOF towards catechol productivity, 0.44 s(-1)). Both experimental and theoretical investigations confirm that the catalytic oxidation with hydroperoxide undergoes a non-radical addition process and substitutes only the ortho-positions of phenol. This finding provides not only a quite active and selective catalyst for industrially very important reactions, but also a promising methodology of designing biomimetic iron-based heterogeneous catalysts at the atomic level.
Funding OrganizationMax Planck Society ; National Natural Science Foundation of China ; 111 Project of the Ministry of Education of China ; Program for JLU Science and Technology Innovative Research Team
DOI10.1039/d0gc01717e
Indexed BySCI
Language英语
Funding ProjectMax Planck Society ; National Natural Science Foundation of China[21671073] ; National Natural Science Foundation of China[21621001] ; 111 Project of the Ministry of Education of China[B17020] ; Program for JLU Science and Technology Innovative Research Team
WOS Research AreaChemistry ; Science & Technology - Other Topics
WOS SubjectChemistry, Multidisciplinary ; Green & Sustainable Science & Technology
WOS IDWOS:000571356300033
PublisherROYAL SOC CHEMISTRY
Citation statistics
Document Type期刊论文
Identifierhttp://ir.imr.ac.cn/handle/321006/140594
Collection中国科学院金属研究所
Corresponding AuthorQiao, Zhen-An; Heumann, Saskia; Dai, Sheng
Affiliation1.Max Planck Inst Chem Enery Convers, Stillstr 43-34, D-45470 Mulheim, Germany
2.Oak Ridge Natl Lab, Chem Sci Div, Oak Ridge, TN 37831 USA
3.Jilin Univ, State Key Lab Inorgan Synth & Preparat Chem, 2699 Qianjin St, Changchun 130012, Peoples R China
4.Tech Univ Berlin, Inst Chem, Str 17 Juni 135, D-10623 Berlin, Germany
5.Fritz Haber Inst Max Planck Gesell, Faradayweg 4-6, D-14195 Berlin, Germany
6.Chinese Acad Sci, Inst Met Res, Shenyang 110016, Peoples R China
7.Forschungzentrum Julich, Inst Energy & Climate Res, Ostring O10, D-52425 Julich, Germany
Recommended Citation
GB/T 7714
Ding, Yuxiao,Zhang, Pengfei,Xiong, Hailong,et al. Tuning regioselective oxidation toward phenol via atomically dispersed iron sites on carbon[J]. GREEN CHEMISTRY,2020,22(18):6025-6032.
APA Ding, Yuxiao.,Zhang, Pengfei.,Xiong, Hailong.,Sun, Xiaoyan.,Klyushin, Alexander.,...&Dai, Sheng.(2020).Tuning regioselective oxidation toward phenol via atomically dispersed iron sites on carbon.GREEN CHEMISTRY,22(18),6025-6032.
MLA Ding, Yuxiao,et al."Tuning regioselective oxidation toward phenol via atomically dispersed iron sites on carbon".GREEN CHEMISTRY 22.18(2020):6025-6032.
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