CAS OpenIR
Electrochemical oxidation mechanisms for selective products due to C-O and C-C cleavages of beta-O-4 linkages in lignin model compounds
Chen, Jing1; Yang, Hanling1; Fu, Hongquan1; He, Hongyan2; Zeng, Qiang1; Li, Xuehui1
2020-05-28
Source PublicationPHYSICAL CHEMISTRY CHEMICAL PHYSICS
ISSN1463-9076
Volume22Issue:20Pages:11508-11518
AbstractElectrochemical oxidation is a promising and effective method for lignin depolymerization owing to its selective oxidation capacity and environmental friendliness. Herein, the electrooxidation of non-phenolic alkyl aryl ether monomers and beta-O-4 dimers was experimentally (by cyclic voltammetry, in situ spectroelectrochemistry, and gas chromatography-mass spectroscopy) and theoretically (by DFT calculations) explored in detail. Compared to the reported literature (T. Shiraishi, T. Takano, H. Kamitakahara and F. Nakatsubo, Holzforschung, 2012, 66(3), 303-309), 1-(4-ethoxyphenyl)ethanol showed a distinguishable oxidation pathway, where the resulting carbonyl product surprisingly underwent a bond cleavage on alkyl-aryl ether to ultimately produce a quinoid like compound. In contrast, beta-O-4 dimers, like 2-phenoxy-1-phenethanol and 2-phenoxyacetophenone also demonstrated electrochemical oxidation induced by C-beta-O and C-alpha-C-beta bond cleavages. For the oxidation products, the presence of the C-alpha-hydroxyl group in dimers was the key to selectively generate aldehyde-containing species under mild electrochemical conditions, otherwise it produces alcohol-containing products following a different mechanism compared to the C-alpha & xe001;O containing dimers.
DOI10.1039/d0cp01091j
Language英语
WOS KeywordBOND-CLEAVAGE ; PHOTOCATALYTIC OXIDATION ; CATALYTIC-OXIDATION ; AEROBIC OXIDATION ; VISIBLE-LIGHT ; PB/PBO2 ANODE ; DEGRADATION ; DEPOLYMERIZATION ; HYDROGENOLYSIS ; COPPER
Funding ProjectNational Natural Science Foundation of China[21975082] ; National Natural Science Foundation of China[21922813] ; National Natural Science Foundation of China[21736003] ; National Natural Science Foundation of China[21690083] ; Guangdong Basic and Applied Basic Research Foundation[2019A1515011472] ; Science and Technology Program of Guangzhou, China[201804020014]
WOS Research AreaChemistry ; Physics
WOS SubjectChemistry, Physical ; Physics, Atomic, Molecular & Chemical
Funding OrganizationNational Natural Science Foundation of China ; Guangdong Basic and Applied Basic Research Foundation ; Science and Technology Program of Guangzhou, China
WOS IDWOS:000538039300030
PublisherROYAL SOC CHEMISTRY
Citation statistics
Cited Times:1[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.ipe.ac.cn/handle/122111/40955
Collection中国科学院过程工程研究所
Corresponding AuthorZeng, Qiang; Li, Xuehui
Affiliation1.South China Univ Technol, Sch Chem & Chem Engn, State Key Lab Pulp & Paper Engn, Guangzhou 510640, Peoples R China
2.Chinese Acad Sci, CAS Key Lab Green Proc & Engn, Inst Proc Engn, Beijing 100190, Peoples R China
Recommended Citation
GB/T 7714
Chen, Jing,Yang, Hanling,Fu, Hongquan,et al. Electrochemical oxidation mechanisms for selective products due to C-O and C-C cleavages of beta-O-4 linkages in lignin model compounds[J]. PHYSICAL CHEMISTRY CHEMICAL PHYSICS,2020,22(20):11508-11518.
APA Chen, Jing,Yang, Hanling,Fu, Hongquan,He, Hongyan,Zeng, Qiang,&Li, Xuehui.(2020).Electrochemical oxidation mechanisms for selective products due to C-O and C-C cleavages of beta-O-4 linkages in lignin model compounds.PHYSICAL CHEMISTRY CHEMICAL PHYSICS,22(20),11508-11518.
MLA Chen, Jing,et al."Electrochemical oxidation mechanisms for selective products due to C-O and C-C cleavages of beta-O-4 linkages in lignin model compounds".PHYSICAL CHEMISTRY CHEMICAL PHYSICS 22.20(2020):11508-11518.
Files in This Item:
There are no files associated with this item.
Related Services
Recommend this item
Bookmark
Usage statistics
Export to Endnote
Google Scholar
Similar articles in Google Scholar
[Chen, Jing]'s Articles
[Yang, Hanling]'s Articles
[Fu, Hongquan]'s Articles
Baidu academic
Similar articles in Baidu academic
[Chen, Jing]'s Articles
[Yang, Hanling]'s Articles
[Fu, Hongquan]'s Articles
Bing Scholar
Similar articles in Bing Scholar
[Chen, Jing]'s Articles
[Yang, Hanling]'s Articles
[Fu, Hongquan]'s Articles
Terms of Use
No data!
Social Bookmark/Share
All comments (0)
No comment.
 

Items in the repository are protected by copyright, with all rights reserved, unless otherwise indicated.