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
  • [21] Spectrophotometric Assay for the Detection of 2,5-Diformylfuran and Its Validation through Laccase-Mediated Oxidation of 5-Hydroxymethylfurfural
    Cascelli, Nicoletta
    Gotor-Fernandez, Vicente
    Lavandera, Ivan
    Sannia, Giovanni
    Lettera, Vincenzo
    INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 2023, 24 (23)
  • [22] Efficient oxidation of 5-hydroxymethylfurfural to 2,5-diformylfuran using Mn(III)-salen catalysts
    Amarasekara, Ananda S.
    Green, Dalkeith
    McMillan, Erinn
    CATALYSIS COMMUNICATIONS, 2008, 9 (02) : 286 - 288
  • [23] Photocatalytic Selective Oxidation of 5-Hydroxymethylfurfural to 2,5-Diformylfuran over Nb2O5 under Visible Light
    Zhang, Huili
    Wu, Qi
    Guo, Cong
    Wu, Ying
    Wu, Tinghua
    ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2017, 5 (04): : 3517 - 3523
  • [24] Selective oxidation of biomass derived 5-hydroxymethylfurfural to 2,5-diformylfuran using sodium nitrite
    Xianxiang Liu
    Hui Ding
    Qiong Xu
    Wenzhou Zhong
    Dulin Yin
    Shengpei Su
    Journal of Energy Chemistry , 2016, (01) : 117 - 121
  • [25] Phosphorus-Doped Carbon Supported Vanadium Phosphate Oxides for Catalytic Oxidation of 5-Hydroxymethylfurfural to 2,5-Diformylfuran
    Wen, Sha
    Liu, Kai
    Tian, Yi
    Xiang, Yanping
    Liu, Xianxiang
    Yin, Dulin
    PROCESSES, 2020, 8 (10) : 1 - 8
  • [26] Selective Oxidation of 5-Hydroxymethylfurfural to 2,5-Diformylfuran Using Cadmium Sulfide Quantum Dots
    Yuan, C.
    He, Y.
    Wu, S.
    Zhang, Q.
    Cao, B.
    Babadi, A. A.
    Lv, G.
    Wang, S.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2024, 94 (11) : 2934 - 2944
  • [27] Efficient oxidation of biomass derived 5-hydroxymethylfurfural into 2,5-diformylfuran catalyzed by NiMn layered double hydroxide
    Zhou, Weiyou
    Kong, Zhenji
    Wu, Zhong
    Yang, Song
    Wang, Yu
    Liu, Yupeng
    CATALYSIS COMMUNICATIONS, 2021, 151 (151)
  • [28] Copper-Catalyzed Oxidation of 5-Hydroxymethylfurfural to 2,5-Diformylfuran Assisted by TEMPOL in Liquid Sunlight Methanol
    Li, Xing-Long
    Qing, Shao-Jun
    Sun, Xun
    Yu, Zhen
    Xu, Hua-Jian
    Fu, Yao
    CHEMSUSCHEM, 2025, 18 (02)
  • [29] Highly efficient amorphous binary cobalt-cerium metal oxides for selective oxidation of 5-hydroxymethylfurfural to 2,5-diformylfuran
    Thi-Hong-Hanh Le
    Truong-Giang Vo
    Chiang, Chia-Ying
    JOURNAL OF CATALYSIS, 2021, 404 : 560 - 569
  • [30] V2O5/SBA-15 Nanocatalysts for the Selective Oxidation of 5-Hydroxymethylfurfural into 2,5-Diformylfuran
    Liao, Longfei
    Liu, Ying
    Wu, Shubin
    JOURNAL OF BIOBASED MATERIALS AND BIOENERGY, 2018, 12 (04) : 321 - 329