Photocatalytic Cleavage of Aryl Ether in Modified Lignin to Non-phenolic Aromatics

doi:10.1021/acscatal.9b02719

	Photocatalytic Cleavage of Aryl Ether in Modified Lignin to Non-phenolic Aromatics
	Li, Hongji 1,2; Bunrit, Anon 1; Lu, Jianmin 1; Gao, Zhuyan 1,2; Luo, Nengchao 1,2; Liu, Huifang 1; Wang, Feng 1
刊名	ACS CATALYSIS
	2019-09-01
卷号	9 期号:9 页码:8843-8851
关键词	lignin photocatalytic aryl ether cleavage amination aryl migration
ISSN号	2155-5435
DOI	10.1021/acscatal.9b02719
通讯作者	Wang, Feng(wangfeng@dicp.ac.cn)
英文摘要	Depolymerization 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.
资助项目	National 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]
WOS关键词	O BOND-CLEAVAGE ; C-C BOND ; VISIBLE-LIGHT ; AEROBIC OXIDATION ; MODEL COMPOUNDS ; REDUCTIVE AMINATION ; SELECTIVE OXIDATION ; CATALYTIC-OXIDATION ; MONOMER PRODUCTION ; OXIDIZED LIGNIN
WOS研究方向	Chemistry
语种	英语
出版者	AMER CHEMICAL SOC
WOS记录号	WOS:000485090400122
资助机构	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 ; 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
内容类型	期刊论文
源URL	[http://cas-ir.dicp.ac.cn/handle/321008/172984]
专题	大连化学物理研究所_中国科学院大连化学物理研究所
通讯作者	Wang, Feng
作者单位	1.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
推荐引用方式 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.