DICP OpenIR
Photocatalytic Cleavage of Aryl Ether in Modified Lignin to Non-phenolic Aromatics
Li, Hongji1,2; Bunrit, Anon1; Lu, Jianmin1; Gao, Zhuyan1,2; Luo, Nengchao1,2; Liu, Huifang1; Wang, Feng1
Corresponding AuthorWang, Feng(wangfeng@dicp.ac.cn)
Keywordlignin photocatalytic aryl ether cleavage amination aryl migration
Source PublicationACS CATALYSIS
2019-09-01
ISSN2155-5435
DOI10.1021/acscatal.9b02719
Volume9Issue:9Pages:8843-8851
Funding ProjectNational Natural Science Foundation of China[21711530020] ; National Natural Science Foundation of China[21721004] ; National Natural Science Foundation of China[21690084] ; National Natural Science Foundation of China[21690082] ; National Natural Science Foundation of China[21690080] ; Strategic Priority Research Program of the Chinese Academy of Sciences[XDB17020300] ; Strategic Priority Research Program of the Chinese Academy of Sciences[XDB17000000]
Funding OrganizationNational Natural Science Foundation of China ; National Natural Science Foundation of China ; Strategic Priority Research Program of the Chinese Academy of Sciences ; Strategic Priority Research Program of the Chinese Academy of Sciences ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; Strategic Priority Research Program of the Chinese Academy of Sciences ; Strategic Priority Research Program of the Chinese Academy of Sciences ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; Strategic Priority Research Program of the Chinese Academy of Sciences ; Strategic Priority Research Program of the Chinese Academy of Sciences ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; Strategic Priority Research Program of the Chinese Academy of Sciences ; Strategic Priority Research Program of the Chinese Academy of Sciences
WOS SubjectChemistry, Physical
WOS Research AreaChemistry
WOS KeywordO BOND-CLEAVAGE ; C-C BOND ; VISIBLE-LIGHT ; AEROBIC OXIDATION ; MODEL COMPOUNDS ; REDUCTIVE AMINATION ; SELECTIVE OXIDATION ; CATALYTIC-OXIDATION ; MONOMER PRODUCTION ; OXIDIZED LIGNIN
AbstractDepolymerization of lignin meets the difficulty in cleaving the robust aryl ether bond. Herein, through installing an internal nucleophile in the beta-O-4' linkage, the selective cleavage of aryl ether was realized by the intramolecular substitution on aryl rings affording non-phenolic arylamine products. In particular, nitrogen-modified lignin models and lignin samples were employed to generate the iminyl radical under photocatalytic reduction, which acted as the internal nucleophile inducing aryl migration from O to the N atom. The following hydrolysis released primary arylamines and alpha-hydroxy ketones. Mechanism studies including electron spin resonance (ESR), fluorescence quenching experiments, and density functional theory (DFT) calculations proved the aryl migration pathway. This method enables access to nonphenolic arylamine products from lignin conversion.
Language英语
Funding OrganizationNational Natural Science Foundation of China ; National Natural Science Foundation of China ; Strategic Priority Research Program of the Chinese Academy of Sciences ; Strategic Priority Research Program of the Chinese Academy of Sciences ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; Strategic Priority Research Program of the Chinese Academy of Sciences ; Strategic Priority Research Program of the Chinese Academy of Sciences ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; Strategic Priority Research Program of the Chinese Academy of Sciences ; Strategic Priority Research Program of the Chinese Academy of Sciences ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; Strategic Priority Research Program of the Chinese Academy of Sciences ; Strategic Priority Research Program of the Chinese Academy of Sciences
WOS IDWOS:000485090400122
PublisherAMER CHEMICAL SOC
Citation statistics
Cited Times:5[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://cas-ir.dicp.ac.cn/handle/321008/172985
Collection中国科学院大连化学物理研究所
Corresponding AuthorWang, Feng
Affiliation1.Chinese Acad Sci, Dalian Inst Chem Phys, Dalian Natl Lab Clean Energy DNL, SKLC, Dalian 116023, Peoples R China
2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
Recommended Citation
GB/T 7714
Li, Hongji,Bunrit, Anon,Lu, Jianmin,et al. Photocatalytic Cleavage of Aryl Ether in Modified Lignin to Non-phenolic Aromatics[J]. ACS CATALYSIS,2019,9(9):8843-8851.
APA Li, Hongji.,Bunrit, Anon.,Lu, Jianmin.,Gao, Zhuyan.,Luo, Nengchao.,...&Wang, Feng.(2019).Photocatalytic Cleavage of Aryl Ether in Modified Lignin to Non-phenolic Aromatics.ACS CATALYSIS,9(9),8843-8851.
MLA Li, Hongji,et al."Photocatalytic Cleavage of Aryl Ether in Modified Lignin to Non-phenolic Aromatics".ACS CATALYSIS 9.9(2019):8843-8851.
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