Oxidation of 5-hydroxymethylfurfural to 2,5-diformylfuran with molecular oxygen in the presence of N-hydroxyphthalimide

被引:27
|
作者
Kornpanets, M. O. [1 ]
Kushch, O. V. [1 ]
Litvinov, Yu E. [1 ]
Pliekhov, O. L. [1 ]
Novikova, K. V. [1 ]
Novokhatko, A. O. [1 ]
Shendrik, A. N. [2 ]
Vasilyev, A. V. [3 ,4 ]
Opeida, I. O. [1 ]
机构
[1] NASU, LM Litvinenko Inst Phys Organ & Coal Chem, UA-83114 Donetsk, Ukraine
[2] Donetsk Natl Univ, UA-83055 Donetsk, Ukraine
[3] St Petersburg State Forest Tech Univ, Dept Organ Chem, St Petersburg 194021, Russia
[4] St Petersburg State Univ, Fac Chem, Dept Organ Chem, St Petersburg 198504, Russia
基金
俄罗斯科学基金会;
关键词
Aerobic oxidation; N-hydroxyphthalimide; Homogenous catalysis; 5-Hydroxymethylfurfural; Kinetics; 2,5-Diformylfuran; AEROBIC OXIDATION; MILD CONDITIONS; ALCOHOLS; MECHANISM; ALDEHYDES; POLAR;
D O I
10.1016/j.catcom.2014.08.005
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Catalytic system Cu(NO3)(2)/NHPI can be successfully used for the mild oxidation of 5-hydroxymethylfurfural (HMF) to 2,5-diformylfuran with molecular oxygen. The oxidation reaction takes place at 50 degrees C and 1 atm O-2 and selectively converts the primary hydroxymethyl group of HMF to the aldehyde one. The selective formation of aromatic aldehyde is observed because of the higher rate of hydrogen abstraction from primary alcohols by the phthalimide-N-oxyl radical, as compared to the rate of the hydrogen abstraction from the aldehydes. (C) 2014 Elsevier B.V. All rights reserved.
引用
收藏
页码:60 / 63
页数:4
相关论文
共 50 条
  • [1] Metal-free mild oxidation of 5-hydroxymethylfurfural to 2,5-diformylfuran
    Mittal, Neha
    Nisola, Grace M.
    Malihan, Lenny B.
    Seo, Jeong Gil
    Lee, Seong-Poong
    Chung, Wook-Jin
    KOREAN JOURNAL OF CHEMICAL ENGINEERING, 2014, 31 (08) : 1362 - 1367
  • [2] Efficient aerobic oxidation of 5-hydroxymethylfurfural to 2,5-diformylfuran on manganese oxide catalysts
    Nie, Junfang
    Liu, Haichao
    JOURNAL OF CATALYSIS, 2014, 316 : 57 - 66
  • [3] Efficient aerobic oxidation of 5-hydroxymethylfurfural to 2,5-diformylfuran on supported Ru catalysts
    Nie, Junfang
    Xie, Jiahan
    Liu, Haichao
    JOURNAL OF CATALYSIS, 2013, 301 : 83 - 91
  • [4] Effective Oxidation of 5-Hydroxymethylfurfural to 2,5-Diformylfuran by an Acetal Protection Strategy
    Boonyakarn, Tat
    Wiesfeld, Jan J.
    Asakawa, Miyuki
    Chen, Lulu
    Fukuoka, Atsushi
    Hensen, Emiel J. M.
    Nakajima, Kiyotaka
    CHEMSUSCHEM, 2022, 15 (07)
  • [5] Heterostructured manganese catalysts for the selective oxidation of 5-hydroxymethylfurfural to 2,5-diformylfuran
    Pal, Priyanka
    Saravanamurugan, Shunmugavel
    CHEMCATCHEM, 2020, 12 (08) : 2324 - 2332
  • [6] A Carbon Catalyst Co-Doped with P and N for Efficient and Selective Oxidation of 5-Hydroxymethylfurfural into 2,5-Diformylfuran
    Zhang, Huifa
    Clark, James H.
    Geng, Tong
    Zhang, Huixian
    Cao, Fahai
    CHEMSUSCHEM, 2021, 14 (01) : 456 - 466
  • [7] Insights into the catalytic mechanism of V-Mo@CN for the oxidation of 5-hydroxymethylfurfural to 2,5-diformylfuran
    Yang, Shibo
    Sun, Tong
    Li, Xiaokai
    Liao, Wenbo
    Bian, Jianfei
    Tang, Xing
    Yang, Shuling
    Lin, Lu
    Jiang, Wei
    Peng, Lincai
    Sun, Yong
    CHEMICAL ENGINEERING JOURNAL, 2024, 492
  • [8] Metal-free mild oxidation of 5-hydroxymethylfurfural to 2,5-diformylfuran
    Neha Mittal
    Grace M. Nisola
    Lenny B. Malihan
    Jeong Gil Seo
    Seong-Poong Lee
    Wook-Jin Chung
    Korean Journal of Chemical Engineering, 2014, 31 : 1362 - 1367
  • [9] Photocatalytic Oxidation of 5-Hydroxymethylfurfural Selectively into 2,5-Diformylfuran with CdS Nanotube
    Shu Heng
    Bao Yide-Rigen
    Na Yong
    ACTA CHIMICA SINICA, 2022, 80 (05) : 607 - 613
  • [10] Metal Nitrate Catalysis for Selective Oxidation of 5-Hydroxymethylfurfural into 2,5-Diformylfuran under Oxygen Atmosphere
    Hong, Mei
    Min, Jie
    Wu, Shuangyan
    Cui, Huangui
    Zhao, Yuxin
    Li, Jiatong
    Wang, Shifa
    ACS OMEGA, 2019, 4 (04): : 7054 - 7060