title: A Simple and Mild Approach for the Synthesis of p-Xylene from Bio-Based 2,5-Dimethyfuran by Using Metal Triflates.
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.
authors.affiliation: Beijing Key Laboratory of Ionic Liquids Clean Process, Key Laboratory of Green Process Engineering, State Key Laboratory of Multiphase Complex Systems, Institute of Process Engineering, Chinese Academy of Sciences, Beijing, 100190, PR China.|Sino Danish College, University of Chinese Academy of Sciences, Beijing, 100049, PR China.
authors.forename: Lingli
authors.initials: L
authors.lastname: Ni
authors.affiliation: Beijing Key Laboratory of Ionic Liquids Clean Process, Key Laboratory of Green Process Engineering, State Key Laboratory of Multiphase Complex Systems, Institute of Process Engineering, Chinese Academy of Sciences, Beijing, 100190, PR China.
authors.forename: Jiayu
authors.initials: J
authors.lastname: Xin
authors.affiliation: Beijing Key Laboratory of Ionic Liquids Clean Process, Key Laboratory of Green Process Engineering, State Key Laboratory of Multiphase Complex Systems, Institute of Process Engineering, Chinese Academy of Sciences, Beijing, 100190, PR China.
authors.forename: Huixian
authors.initials: H
authors.lastname: Dong
authors.affiliation: Beijing Key Laboratory of Ionic Liquids Clean Process, Key Laboratory of Green Process Engineering, State Key Laboratory of Multiphase Complex Systems, Institute of Process Engineering, Chinese Academy of Sciences, Beijing, 100190, PR China.|Sino Danish College, University of Chinese Academy of Sciences, Beijing, 100049, PR China.
authors.forename: Xingmei
authors.initials: X
authors.lastname: Lu
authors.affiliation: Beijing Key Laboratory of Ionic Liquids Clean Process, Key Laboratory of Green Process Engineering, State Key Laboratory of Multiphase Complex Systems, Institute of Process Engineering, Chinese Academy of Sciences, Beijing, 100190, PR China.
authors.forename: Xiaomin
authors.initials: X
authors.lastname: Liu
authors.affiliation: Beijing Key Laboratory of Ionic Liquids Clean Process, Key Laboratory of Green Process Engineering, State Key Laboratory of Multiphase Complex Systems, Institute of Process Engineering, Chinese Academy of Sciences, Beijing, 100190, PR China.|Sino Danish College, University of Chinese Academy of Sciences, Beijing, 100049, PR China.
authors.forename: Suojiang
authors.initials: S
authors.lastname: Zhang
mesh_terms: D018533:Biomass; D005663:Furans / Q000737:chemistry*; D006841:Hydrocarbons, Aromatic / Q000737:chemistry; D008698:Mesylates / Q000737:chemistry*; D008670:Metals; D014992:Xylenes / Q000138:chemical synthesis*
chemical_list: D005663:Furans; D006841:Hydrocarbons, Aromatic; D008698:Mesylates; D008670:Metals; D014992:Xylenes; C031286:4-xylene; C037555:2,5-dimethylfuran; C012077:trifluoromethanesulfonic acid
keywords: aromatics; biomass; cycloaddition; ionic liquids; p-xylene