One-Pot Synthesis of 2,5-Diformylfuran from Carbohydrate Derivatives by Sulfonated Resin and Hydrotalcite-Supported Ruthenium Catalysts

被引：245

作者：

Takagaki, Atsushi ^{[1
,2
]}

Takahashi, Miho ^{[1
]}

Nishimura, Shun ^{[1
]}

Ebitani, Kohki ^{[1
]}

机构：

[1] Japan Adv Inst Sci & Technol JAIST, Sch Mat Sci, Nomi, Ishikawa 9231292, Japan

[2] Univ Tokyo, Dept Chem Syst Engn, Sch Engn, Bunkyo Ku, Tokyo 1138656, Japan

来源：

ACS CATALYSIS | 2011年 / 1卷 / 11期

关键词：

2,5-diformylfuran; biomass transformation; heterogeneous catalysts; one-pot reaction; selective oxidation; acid-base catalysis; AEROBIC OXIDATION; GRAFTED HYDROTALCITE; SELECTIVE OXIDATION; MOLECULAR-OXYGEN; BIOMASS; CHEMICALS; FRUCTOSE; ALCOHOLS; DEHYDROGENATION; TRANSFORMATION;

D O I：

10.1021/cs200456t

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：

2,5-Diformylfuran (DFF) was selectively synthesized from 5-hydroxymethylfurfural using a hydrotalcite-supported ruthenium catalyst (Ru/HT) by oxidation with molecular oxygen under mild reaction conditions. A combination of hydrotalcite, Amberlyst-15, and Ru/HT catalysts successfully afforded direct synthesis of DFF from hexoses such as fructose and glucose via isomerization, dehydration, and successive selective oxidation in one pot. Stepwise addition of catalyst improved DFF yield up to 49% from fructose and 25% from glucose, respectively.

引用

页码：1562 / 1565

页数：4

共 32 条

[1] Efficient oxidation of 5-hydroxymethylfurfural to 2,5-diformylfuran using Mn(III)-salen catalysts [J].

Amarasekara, Ananda S. ;

Green, Dalkeith ;

McMillan, Erinn .

CATALYSIS COMMUNICATIONS, 2008, 9 (02) :286-288

[2] Renewable resources based polymers: Synthesis and characterization of 2,5-diformylfuran-urea resin [J].

Amarasekara, Ananda S. ;

Green, Dalkeith ;

Williams, LaToya D. .

EUROPEAN POLYMER JOURNAL, 2009, 45 (02) :595-598

[3]

Baumgarten M, 1998, CHEM-EUR J, V4, P987, DOI 10.1002/(SICI)1521-3765(19980615)4:6<987::AID-CHEM987>3.0.CO

[4]

2-6

[5] Simple Chemical Transformation of Lignocellulosic Biomass into Furans for Fuels and Chemicals [J].

Binder, Joseph B. ;

Raines, Ronald T. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (05) :1979-1985

[6] Selective oxidation of 5-hydroxymethyl-2-furaldehyde to furan-2,5-dicarboxaldehyde by catalytic systems based on vanadyl phosphate [J].

Carlini, C ;

Patrono, P ;

Galletti, AMR ;

Sbrana, G ;

Zima, V .

APPLIED CATALYSIS A-GENERAL, 2005, 289 (02) :197-204

[7]

Casanova O., 2009, TOP CATAL, V52, P304

[8] Liquid-phase catalytic processing of biomass-derived oxygenated hydrocarbons to fuels and chemicals [J].

Chheda, Juben N. ;

Huber, George W. ;

Dumesic, James A. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (38) :7164-7183

[9] Chemical routes for the transformation of biomass into chemicals [J].

Corma, Avelino ;

Iborra, Sara ;

Velty, Alexandra .

CHEMICAL REVIEWS, 2007, 107 (06) :2411-2502

[10] OXIDATION OF 5-HYDROXYMETHYLFURFURAL AND DERIVATIVES TO FURANALDEHYDES WITH 2,2,6,6-TETRAMETHYLPIPERIDINE OXIDE RADICAL - COOXIDANT PAIRS [J].

COTTIER, L ;

DESCOTES, G ;

LEWKOWSKI, J ;

SKOWRONSKI, R ;

VIOLLET, E .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1995, 32 (03) :927-930

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