title: Synthesis of Bis(hydroxylmethylfurfuryl)amine Monomers from 5-Hydroxymethylfurfural.
abstract: We report the synthesis of bis(hydroxylmethylfurfuryl)amine (BHMFA) from 5-hydroxymethylfurfural (5-HMF) by reacting 5-HMF with primary amines in the presence of homogeneous Ru(II) catalysts having sterically strained ligands. BHMFA is a group of furan-based monomers that offer great potential to form functional biopolymers with tunable properties. A range of primary amines, such as aliphatic and benzyl amines, are readily converted with 5-HMF to form the corresponding BHMFA in good yields. The reaction proceeds through reductive amination of 5-HMF with primary amine to form secondary amine, followed by reductive amination of 5-HMF with in situ generated secondary amine to produce BHMFA.
authors.affiliation: Dalian National Lab for Clean Energy, State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, 457 Zhongshan Road, 116023, Dalian, China.
authors.forename: Zhanwei
authors.initials: Z
authors.lastname: Xu
authors.affiliation: Dalian National Lab for Clean Energy, State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, 457 Zhongshan Road, 116023, Dalian, China.
authors.forename: Peifang
authors.initials: P
authors.lastname: Yan
authors.affiliation: Dalian National Lab for Clean Energy, State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, 457 Zhongshan Road, 116023, Dalian, China.
authors.forename: Kairui
authors.initials: K
authors.lastname: Liu
authors.affiliation: Dalian National Lab for Clean Energy, State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, 457 Zhongshan Road, 116023, Dalian, China.
authors.forename: Lu
authors.initials: L
authors.lastname: Wan
authors.affiliation: Dalian National Lab for Clean Energy, State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, 457 Zhongshan Road, 116023, Dalian, China.
authors.forename: Wenjuan
authors.initials: W
authors.lastname: Xu
authors.affiliation: Dalian National Lab for Clean Energy, State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, 457 Zhongshan Road, 116023, Dalian, China.
authors.forename: Huixiang
authors.initials: H
authors.lastname: Li
authors.affiliation: Dalian National Lab for Clean Energy, State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, 457 Zhongshan Road, 116023, Dalian, China.
authors.forename: Xiumei
authors.initials: X
authors.lastname: Liu
authors.affiliation: Dalian National Lab for Clean Energy, State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, 457 Zhongshan Road, 116023, Dalian, China. zczhang@yahoo.com.
authors.forename: Z Conrad
authors.initials: ZC
authors.lastname: Zhang
mesh_terms: D000588:Amines / Q000138:chemical synthesis* / Q000737:chemistry*; D002384:Catalysis; D060326:Chemistry Techniques, Synthetic; D005662:Furaldehyde / Q000031:analogs & derivatives* / Q000737:chemistry; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry*; D006865:Hydrogenation; D012428:Ruthenium / Q000737:chemistry
chemical_list: D000588:Amines; D005663:Furans; C008046:5-hydroxymethylfurfural; D012428:Ruthenium; D005662:Furaldehyde
keywords: biomass; green chemistry; polymers; renewable resources; ruthenium