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A Simple and Mild Approach for the Synthesis of p-Xylene from Bio-Based 2,5-Dimethyfuran by Using Metal Triflates
Ni, Lingli1,2; Xin, Jiayu1; Dong, Huixian1; Lu, Xingmei1,2; Liu, Xiaomin1; Zhang, Suojiang1,2
2017-06-09
Source PublicationCHEMSUSCHEM
ISSN1864-5631
Volume10Issue:11Pages:2394-2401
Abstract

The production of aromatic platform chemicals from biomass-derived feedstocks is of considerable importance in biomass conversion. However, the development of effective routes with simple steps and under mild conditions is still challenging. In this work, we report an original route for the direct synthesis of p-xylene from 2,5-dimethylfuran and acrylic acid catalyzed by scandium(III) triflate (Sc(OTf)(3)) in 1-ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl) imide ([Emim]NTf2) under mild conditions. An overall 63% selectivity towards p-xylene and 78% selectivity towards aromatics were obtained at 90% conversion of 2,5-dimethylfuran by enhancing the dehydration and introducing an extra one-pot decarboxylation step. Furthermore, various dienes and dienophiles were employed as reactants to extend the substrate scope. The aromatic compounds were obtained in moderate yields, which proved the potential of the method to be a generic approach for the conversion of bio-based furanics into renewable aromatics.

KeywordAromatics Biomass Cycloaddition Ionic Liquids P-xylene
SubtypeArticle
WOS HeadingsScience & Technology ; Physical Sciences
DOI10.1002/cssc.201700020
Indexed BySCI
Language英语
WOS KeywordDIELS-ALDER REACTION ; TEMPERATURE IONIC LIQUIDS ; AROMATIC CARBOXYLIC-ACIDS ; BIOMASS-DERIVED FURAN ; TEREPHTHALIC ACID ; MALEIC-ANHYDRIDE ; ACRYLIC-ACID ; CATALYZED PROTODECARBOXYLATION ; POLYETHYLENE TEREPHTHALATE ; SUSTAINABLE PRODUCTION
WOS Research AreaChemistry
WOS SubjectChemistry, Multidisciplinary
Funding OrganizationNational Natural Science Foundation of China(21576269 ; 21210006 ; 21476245 ; 21406230)
WOS IDWOS:000403005900011
Citation statistics
Cited Times:8[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.ipe.ac.cn/handle/122111/22638
Collection多相复杂系统国家重点实验室
Affiliation1.Chinese Acad Sci, State Key Lab Multiphase Complex Syst, Beijing Key Lab Ion Liquids Clean Proc, Key Lab Green Proc Engn,Inst Proc Engn, Beijing 100190, Peoples R China
2.Univ Chinese Acad Sci, Sino Danish Coll, Beijing 100049, Peoples R China
Recommended Citation
GB/T 7714
Ni, Lingli,Xin, Jiayu,Dong, Huixian,et al. A Simple and Mild Approach for the Synthesis of p-Xylene from Bio-Based 2,5-Dimethyfuran by Using Metal Triflates[J]. CHEMSUSCHEM,2017,10(11):2394-2401.
APA Ni, Lingli,Xin, Jiayu,Dong, Huixian,Lu, Xingmei,Liu, Xiaomin,&Zhang, Suojiang.(2017).A Simple and Mild Approach for the Synthesis of p-Xylene from Bio-Based 2,5-Dimethyfuran by Using Metal Triflates.CHEMSUSCHEM,10(11),2394-2401.
MLA Ni, Lingli,et al."A Simple and Mild Approach for the Synthesis of p-Xylene from Bio-Based 2,5-Dimethyfuran by Using Metal Triflates".CHEMSUSCHEM 10.11(2017):2394-2401.
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