beta-O-4 Bond Cleavage Mechanism for Lignin Model Compounds over Pd Catalysts Identified by Combination of First-Principles Calculations and Experiments

doi:10.1021/acscatal.6b00502

	beta-O-4 Bond Cleavage Mechanism for Lignin Model Compounds over Pd Catalysts Identified by Combination of First-Principles Calculations and Experiments
	Lu, Jianmin 1; Wang, Min 1; Zhang, Xiaochen 1; Heyden, Andreas 2; Wang, Feng 1
刊名	ACS CATALYSIS
	2016-08-01
卷号	6 期号:8 页码:5589-5598
关键词	Biomass Lignin Lignin Model Beta-o-4 Linkage Density Functional Theory Palladium Pd(111)
ISSN号	2155-5435
DOI	10.1021/acscatal.6b00502
文献子类	Article
英文摘要	Lignin in lignocellulosic biomass is the only renewable source for aromatic compounds, and effective valorization of lignin remains a significant challenge in biomass conversion processes. We have performed density functional theory calculations and experiments to investigate the cleavage mechanism of the C-O ether bond in the lignin model compound 2-phenoxy-1-phenylethanol with a beta-O-4 linkage over a Pd(111) catalyst surface model. We propose the favorable reaction pathway to proceed as follows: the dilignol reactant gets dehydrogenated first on the a-carbon and then on the -OH group to generate its corresponding ketone 2-phenoxy-1-phenylethanone; the ketone continues to get dehydrogenated on the beta-carbon by first a equilibrated keto-enol tautomerization to its enol form and then -OH dehydrogenation; the C-O ether bond cleavage happens afterward, leading to one-aromatic-ring surface intermediates followed by hydrogenation to yield acetophenone and phenol.
WOS关键词	FINDING SADDLE-POINTS ; C-O BONDS ; ENERGY ; HYDRODEOXYGENATION ; HYDROGENOLYSIS ; MILD ; DEPOLYMERIZATION ; HYDROGENATION ; CONVERSION ; LINKAGES
WOS研究方向	Chemistry
语种	英语
出版者	AMER CHEMICAL SOC
WOS记录号	WOS:000381236700090
内容类型	期刊论文
源URL	[http://cas-ir.dicp.ac.cn/handle/321008/170128]
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, State Key Lab Catalysis, Dalian 116023, Peoples R China 2.Univ South Carolina, Dept Chem Engn, 301 South Main St, Columbia, SC 29208 USA
推荐引用方式 GB/T 7714	Lu, Jianmin,Wang, Min,Zhang, Xiaochen,et al. beta-O-4 Bond Cleavage Mechanism for Lignin Model Compounds over Pd Catalysts Identified by Combination of First-Principles Calculations and Experiments[J]. ACS CATALYSIS,2016,6(8):5589-5598.
APA	Lu, Jianmin,Wang, Min,Zhang, Xiaochen,Heyden, Andreas,&Wang, Feng.(2016).beta-O-4 Bond Cleavage Mechanism for Lignin Model Compounds over Pd Catalysts Identified by Combination of First-Principles Calculations and Experiments.ACS CATALYSIS,6(8),5589-5598.
MLA	Lu, Jianmin,et al."beta-O-4 Bond Cleavage Mechanism for Lignin Model Compounds over Pd Catalysts Identified by Combination of First-Principles Calculations and Experiments".ACS CATALYSIS 6.8(2016):5589-5598.