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

被引:28
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
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