Electrochemical Incorporation of Electrophiles into the Biomass-Derived Platform Molecule 5-(Chloromethyl)furfural

被引:2
|
作者
Ling, Huitao [1 ]
Miao, Haoqian [1 ]
Cao, Zhiling [1 ]
Mascal, Mark [1 ]
机构
[1] Univ Calif Davis, Dept Chem, 1 Shields Ave, Davis, CA 95616 USA
关键词
biobased products; carbon dioxide fixation; 5-(chloromethyl)furfural; electrochemistry; electrosynthesis; platform molecules; CARBON-DIOXIDE; CARBOXYLATION; CELLULOSE; CO2;
D O I
10.1002/cssc.202201787
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The 5-(chloromethyl)furfural (CMF) derivative ethyl 5-(chloromethyl)furan-2-carboxylate undergoes two-electron electrochemical reduction in a simple, undivided cell to give the corresponding furylogous enolate anion, which can either be quenched with carbon dioxide to give a 5-(carboxymethyl)furan-2-carboxylate or with hydrogen ion to give a 5-methylfuran-2-carboxylate, thereby expanding the derivative scope of CMF as a biobased platform molecule.
引用
收藏
页数:5
相关论文
共 50 条
  • [41] Electrochemical transformation of biomass-derived oxygenates
    Zhou, Peng
    Zhang, Jie
    SCIENCE CHINA-CHEMISTRY, 2023, 66 (04) : 1011 - 1031
  • [42] Electrochemical transformation of biomass-derived oxygenates
    Peng Zhou
    Jie Zhang
    Science China Chemistry, 2023, 66 : 1011 - 1031
  • [43] Electrochemical transformation of biomass-derived oxygenates
    Peng Zhou
    Jie Zhang
    Science China(Chemistry), 2023, 66 (04) : 1011 - 1031
  • [44] Electrochemical Sensing and Biosensing Platform Based on Biomass-Derived Macroporous Carbon Materials
    Wang, Li
    Zhang, Qinying
    Chen, Shuiliang
    Xu, Fugang
    Chen, Shouhui
    Jia, Jianbo
    Tan, Hongliang
    Hou, Haoqing
    Song, Yonghai
    ANALYTICAL CHEMISTRY, 2014, 86 (03) : 1414 - 1421
  • [45] Production and Downstream Integration of 5-(Chloromethyl)furfural from Lignocellulose
    Moron, Jorge Bueno
    van Klink, Gerard
    Gruter, Gert-Jan M.
    ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2023, 11 (49) : 17492 - 17509
  • [46] Efficient Synthesis of 5-(Hydroxymethyl)furfural Esters from Polymeric Carbohydrates Using 5-(Chloromethyl)furfural as a Reactive Intermediate
    Bhat, Navya Subray
    Hegde, Shobhita L.
    Dutta, Saikat
    Sudarsanam, Putla
    ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2022, 10 (18) : 5803 - 5809
  • [47] One-pot synthesis of 2,5-bis(hydroxymethyl)furan from biomass derived 5-(chloromethyl)furfural in high yield
    Binglin Chen
    Yunchao Feng
    Sen Ma
    Weizhen Xie
    Guihua Yan
    Zheng Li
    Jonathan Sperry
    Shuliang Yang
    Xing Tang
    Yong Sun
    Lu Lin
    Xianhai Zeng
    Journal of Energy Chemistry , 2023, (01) : 421 - 428
  • [48] One-pot synthesis of 2,5-bis(hydroxymethyl)furan from biomass derived 5-(chloromethyl)furfural in high yield
    Chen, Binglin
    Feng, Yunchao
    Ma, Sen
    Xie, Weizhen
    Yan, Guihua
    Li, Zheng
    Sperry, Jonathan
    Yang, Shuliang
    Tang, Xing
    Sun, Yong
    Lin, Lu
    Zeng, Xianhai
    JOURNAL OF ENERGY CHEMISTRY, 2023, 76 : 421 - 428
  • [49] Kinetics of the Homogeneous and Heterogeneous Coupling of Furfural with Biomass-Derived Alcohols
    Goulas, Konstantinos A.
    Gokhale, Amit A.
    CHEMCATCHEM, 2018, 10 (11) : 2387 - 2393
  • [50] Research advances on the catalytic conversion of biomass-derived furfural into pentanediols
    Sun, Xiaoao
    Wen, Bin
    Wang, Feng
    Zhang, Wenyu
    Zhao, Kangyu
    Liu, Xianxiang
    CATALYSIS COMMUNICATIONS, 2024, 187