Knowledge Management System Of Guangzhou Institute of Energy Conversion, CAS
| Mild selective oxidative cleavage of lignin C-C bonds over a copper catalyst in water | |
Hu, Yuzhen1,3; Yan, Long1; Zhao, Xuelai4; Wang, Chenguang1,4; Li, Song1,3; Zhang, Xinghua1,2 ; Ma, Longlong1,2; Zhang, Qi1,2
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| 2021-08-04 | |
| Source Publication | GREEN CHEMISTRY
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| ISSN | 1463-9262 |
| Pages | 11 |
| Corresponding Author | Wang, Chenguang(wangcg@ms.giec.ac.cn) ; Zhang, Qi(zhangqi@ms.giec.ac.cn) |
| Abstract | The conversion of lignin into aromatics as commodity chemicals and high-quality fuels is a highly desirable goal for biorefineries. However, the presence of robust inter-unit carbon-carbon (C-C) bonds in natural lignin seriously impedes this process. Herein, for the first time, we report the selective cleavage of C-C bonds in beta-O-4 and beta-1 linkages catalyzed by cheap copper and a base to yield aromatic acids and phenols in excellent yields in water at 30 degrees C under air without the need for additional complex ligands. Isotope-labeling experiments show that a base-mediated C-beta-H bond cleavage is the rate-determining step for C-alpha-C-beta bond cleavage. Density functional theory (DFT) calculations suggest that the oxidation of beta-O-4 ketone to a key intermediate, i.e., a peroxide, by copper and O-2 lowers the C-alpha-C-beta bond dissociation energy and facilitates its subsequent cleavage. In addition, the catalytic system could be successfully applied to the depolymerization of various authentic lignin feedstocks, affording excellent yields of aromatic compounds and high selectivity of a single monomer. This study offers the potential to economically produce aromatic chemicals from biomass. |
| DOI | 10.1039/d1gc02102h |
| WOS Keyword | MODEL COMPOUNDS ; VALUABLE CHEMICALS ; ALCOHOL OXIDATION ; MOLECULAR-OXYGEN ; DEPOLYMERIZATION ; ACID ; WOOD ; PYROLYSIS ; CELLULOSE ; HYDROGENOLYSIS |
| Indexed By | SCI |
| Language | 英语 |
| Funding Project | National Natural Science Foundation of China[51876209] ; National Key Research and Development Program of China[2018YFB1501504] ; Transformational Technologies for Clean Energy and Demonstration ; Strategic Priority Research Program of the Chinese Academy of Sciences[XDA21060102] ; Local Innovative and Research Teams Project of Guangdong Pearl River Talents Program[2017BT01N092] ; Guangdong Special Support Plan Science and Technology Innovation Leader Project[2019TX05L362] |
| WOS Research Area | Chemistry ; Science & Technology - Other Topics |
| Funding Organization | National Natural Science Foundation of China ; National Key Research and Development Program of China ; Transformational Technologies for Clean Energy and Demonstration ; Strategic Priority Research Program of the Chinese Academy of Sciences ; Local Innovative and Research Teams Project of Guangdong Pearl River Talents Program ; Guangdong Special Support Plan Science and Technology Innovation Leader Project |
| WOS Subject | Chemistry, Multidisciplinary ; Green & Sustainable Science & Technology |
| WOS ID | WOS:000686294100001 |
| Publisher | ROYAL SOC CHEMISTRY |
| Citation statistics | |
| Document Type | 期刊论文 |
| Identifier | http://ir.giec.ac.cn/handle/344007/33643 |
| Collection | 中国科学院广州能源研究所 |
| Corresponding Author | Wang, Chenguang; Zhang, Qi |
| Affiliation | 1.Chinese Acad Sci, Guangzhou Inst Energy Convers, CAS Key Lab Renewable Energy, Guangdong Prov Key Lab New & Renewable Energy Res, Guangzhou 510640, Guangdong, Peoples R China 2.Southeast Univ, Sch Energy & Environm, Minist Educ, Key Lab Energy Thermal Convers & Control, Nanjing 210096, Jiangsu, Peoples R China 3.Univ Chinese Acad Sci, Beijing 100049, Peoples R China 4.Univ Sci & Technol China, Dept Thermal Sci & Energy Engn, Hefei 233022, Anhui, Peoples R China |
| First Author Affilication | GuangZhou Institute of Energy Conversion,Chinese Academy of Sciences |
| Recommended Citation GB/T 7714 | Hu, Yuzhen,Yan, Long,Zhao, Xuelai,et al. Mild selective oxidative cleavage of lignin C-C bonds over a copper catalyst in water[J]. GREEN CHEMISTRY,2021:11. |
| APA | Hu, Yuzhen.,Yan, Long.,Zhao, Xuelai.,Wang, Chenguang.,Li, Song.,...&Zhang, Qi.(2021).Mild selective oxidative cleavage of lignin C-C bonds over a copper catalyst in water.GREEN CHEMISTRY,11. |
| MLA | Hu, Yuzhen,et al."Mild selective oxidative cleavage of lignin C-C bonds over a copper catalyst in water".GREEN CHEMISTRY (2021):11. |
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