Furan-type compounds from carbohydrates via heterogeneous catalysis

Current Organic Chemistry

Volumn 18, Issue 5, 2014, Pages 547-597

  Li, Hu ^a   Zhang, Qiuyun ^a   Bhadury, Pinaki S ^a,b   Yang, Song ^a  

^a GUIZHOU UNIVERSITY   (China)

^b SHANGHAI UNIVERSITY OF ENGINEERING SCIENCE   (China)

Author keywords

5 hydroxymethylfurfural; Bio fuels; Biomass resources; Furans; Furfural; Heterogeneous; Heterogeneous catalysis; Valuable chemicals

Indexed keywords

AROMATIC COMPOUNDS; BIOMASS; CATALYSIS; CATALYST SELECTIVITY; FOSSIL FUELS; INDICATORS (CHEMICAL); ORGANIC POLLUTANTS; REUSABILITY;

5 HYDROXYMETHYL FURFURALS; BIO-CHEMICALS; BIO-FUELS; BIOMASS RESOURCES; CATALYTIC SYSTEM; FURAN; HETEROGENEOUS; HETEROGENEOUS CATALYST; RENEWABLE RESOURCE; VALUABLE CHEMICALS;

CARBOHYDRATES;

EID: 84898620433     PISSN: 13852728     EISSN: None     Source Type: Journal    
DOI: 10.2174/13852728113176660138     Document Type: Review

References (370)

1. Guo, F.; Fang, Z.; Xu, C.C.; Smith Jr. R.L. Solid acid mediated hydrolysis of biomass for producing biofuels. Prog. Energ. Combust., 2012, 38, 672-690.
2. Perego, C.; Bianchi, D. Biomass upgrading through acid-base catalysis. Chem. Eng. J., 2010, 161, 314-322.
3. Melero, J.A.; Iglesias, J.; Garcia, A. Biomass as renewable feedstock in standard refinery units: feasibility, opportunities and challenges. Energy Environ. Sci., 2012, 5, 7393-7420.
4. Dhepe, P.L.; Fukuoka, A. Cellulose conversion under heterogeneous catalysis. ChemSusChem, 2008, 1, 969-975.
5. Alonso, D.M.; Wettstein S.G.; Dumesic, J.A. Bimetallic catalysts for upgrading of biomass to fuels and chemicals. Chem. Soc. Rev., 2012, 41, 8075-8098.
6. Geboers, J.A.; Van de Vyver, S.; Ooms, R.; Op de Beeck, B.; Jacobs, P.A.; Sels, B.F. Chemocatalytic conversion of cellulose: opportunities, advances and pitfalls. Catal. Sci. Technol., 2011, 1, 714-726.
7. Verendel, J.J.; Church, T.L.; Andersson, P.G. Catalytic one-pot production of small organics from polysaccharides. Synthesis, 2011, 11, 1649-1677.
8. Li, H.; He, X.; Zhang, Q.; Chang, F.; Xue, W.; Zhang, Y.; Yang, S. Polymeric ionic hybrid as solid acid catalyst for the selective conversion of fructose and glucose to 5-hydroxymethylfurfural. Energy Technol., 2013, 1, 151-156.
9. Lin, Y.-C.; Huber, G.W. The critical role of heterogeneous catalysis in lignocellulosic biomass conversion. Energy Environ. Sci., 2009, 2, 68-80.
10. Gandini, A. Furans as offspring of sugars and polysaccharides and progenitors of a family of remarkable polymers: a review of recent progress. Polym. Chem., 2010, 1, 245-251.
11. Dutta, S.; De, S.; Saha, B. A brief summary of the synthesis of polyester building-block chemicals and biofuels from 5-hydroxymethylfurfural. ChemPlusChem, 2012, 77, 259-272.
12. Boisen, A.; Christensen, T.B.; Fu, W.; Gorbanev, Y.Y.; Hansen, T.S.; Jensen, J.S.; Klitgaard, S.K.; Pedersen, S.; Riisager, A.; Ståhlberg, T.; Woodley, J.M. Process integration for the conversion of glucose to 2, 5-furandicarboxylic acid. Chem. Eng. Res. Des., 2009, 87, 1318-1327.
13. Pace, V.; Hoyos, P.; Castoldi, L.; de María, P.D.; Alcántara, A.R. 2Methyltetrahydrofuran (2-MeTHF): a biomass-derived solvent with broad application in organic chemistry. ChemSusChem, 2012, 5, 1369-1379.
14. James, O.O.; Maity, S.; Usman, L.A.; Ajanaku, K.O.; Ajani, O.O.; Siyanbola, T.O.; Sahu S.; Chaubey, R. Towards the conversion of carbohydrate biomass feedstocks to biofuels via hydroxylmethylfurfural. Energy Environ. Sci, 2010, 3, 1833-1850.
15. Melin, K.; Hurme, M. Evaluation of lignocellulosic biomass upgrading routes to fuels and chemicals. Cellulose Chem. Technol, 2010, 44, 117-137.
16. Jin, F.; Enomoto, H. Rapid and highly selective conversion of biomass into value-added products in hydrothermal conditions: chemistry of acid/base-catalysed and oxidation reactions. Energy Environ. Sci, 2011, 4, 382-397.
17. Serrano-Ruiz, J.C.; Luque, R; Sepúlveda-Escribanoa, A. Transformations of biomass-derived platform molecules: from high added-value chemicals to fuels via aqueous-phase processing. Chem. Soc. Rev., 2011, 40, 5266-5281.
18. Wright, W.R.H.; Palkovits, R. Development of heterogeneous catalysts for the conversion of levulinic acid to y-valerolactone. ChemSusChem, 2012, 5, 1657-1667.
19. Alonso, D.M.; Wettsteinb, S.G.; JDumesic, J.A. Gamma-valerolactone, a sustainable platform molecule derived from lignocellulosic biomass. Green Chem., 2013, 15, 584-595.
20. Simmie, J.M.; Würmel, J. Harmonising production, properties and environmental consequences of liquid transport fuels from biomass-2, 5-dimethylfuran as a case study. ChemSusChem, 2013, 6, 36-41.
21. Van de Vyver, S.; Geboers, J.; Jacobs, P.A.; Sels, B.F. Recent advances in the catalytic conversion of cellulose. ChemCatChem, 2011, 3, 82-94.
22. van Putten, R-J.; van der Waal, J.C.; de Jong, E.; Rasrendra, C.B.; Heeres, H.J.; de Vries, J.G. Hydroxymethylfurfural, a versatile platform chemical made from renewable resources. Chem. Rev., 2013, 113, 1499-1597.
23. Karinen, R; Vilonen, K.; Niemelä, M. Biorefining: heterogeneously catalyzed reactions of carbohydrates for the production of furfural and hydroxymethylfurfural. ChemSusChem, 2011, 4, 1002-1016.
24. Dutta, S.; De, S.; Saha, B. Advances in biomass transformation to 5hydroxymethylfurfural and mechanistic aspects. Biomass Bioenergy, 2013, 55, 355-369.
25. Kobayashi, H.; Ohta, H.; Fukuoka, A. Conversion of lignocellulose into renewable chemicals by heterogeneous catalysis. Catal. Sci. Technol, 2012, 2, 869-883.
26. Corma, A.; Iborra, S.; Velty, A. Chemical routes for the transformation of biomass into chemicals. Chem. Rev., 2007, 107, 2411-2502.
27. Mäki-Arvela, P.; Holmbom, B.; Salmi T.; Murzin, D. Recent progress in synthesis of fine and specialty chemicals from wood and other biomass by heterogeneous catalytic processes. Catal. Rev., 2007, 49, 197-340.
28. Mohan, D.; Pittman, C.U.; Steele, P.H. Pyrolysis of wood/biomass for biooil: a critical review, Energy Fuels, 2006, 20, 848-889.
29. Gírio, F.M.; Fonseca, C; Carvalheiro, F.; Duarte, L.C.; Marques, S.; Bogelqukasik, R Hemicelluloses for fuel ethanol: a review. Bioresour. Technol, 2010, 101, 4775-4800.
30. Adler, E. Lignin chemistry-past, present, and future. Wood Sci. Technol., 1977, 11, 169-218.
31. Tester, R.F.; Karkalas J.; Qi, X. Starch-composition, fine structure and architecture. J. Cereal Sci, 2004, 39, 151-165.
32. Huber, G. W.; Dumesic, J.A. An overview of aqueous-phase catalytic processes for production of hydrogen and alkanes in a biorefinery. Catal. Today, 2006, 111, 119-132.
33. Huber, G.W.; Iborra, S.; Corma, A. Synthesis of transportation fuels from biomass: chemistry, catalysts, and engineering. Chem. Rev., 2006, 106, 4044-4098
34. Deng, W.; Zhang, Q.; Wang, Y. Polyoxometalates as efficient catalysts for transformations of cellulose into platform chemicals. Dalton Trans., 2012, 41, 9817-9831.
35. Li, H.; Chang, F.; Zhang, Y.; Hu, D.; Jin, L.; Song, B.; Yang, S. Recent progress towards transition metal-catalyzed direct conversion of cellulose to 5-hydroxymethylfurfural. Curr. Catal., 2012, 1, 221-232.
36. Manzer, L.E. Recent developments in the conversion of biomass to renewable fuels and chemicals. Top. Catal, 2010, 53, 1193-1196.
37. Luo, L.; van der Voet, E.; Huppes, G. Biorefining of lignocellulosic feedstock-technical, economic and environmental considerations. Bioresour. Technol, 2010, 101, 5023-5032.
38. Tadesse, H.; Luque, R Advances on biomass pretreatment using ionic liquids: an overview. Energy Environ. Sci., 2011, 4, 3913-3929.
39. Rosatella, A.A.; Simeonov, S.P.; Frade, R.F.M.; Afonso, C.A.M. 5Hydroxymethylfurfural (HMF) as a building block platform: biological properties, synthesis and synthetic applications. Green Chem., 2011, 13, 754-793.
40. Zhou, C.-H.; Xia, X.; Lin, C.-X.; Tong, D.-S.; Beltramini, J. Catalytic conversion of lignocellulosic biomass to fine chemicals and fuels. Chem. Soc. Rev., 2011, 40, 5588-5617.
41. Zakzeski, J.; Bruijnincx, P.C.A.; Jongerius, A.L.; Weckhuysen, B.M. The catalytic valorization of lignin for the production of renewable chemicals. Chem. Rev., 2010, 110, 3552-3599.
42. Zheng, Y.; Pan, Z.; Zhan, R Overview of biomass pretreatment for cellulosic ethanol production. Int. J. Agric. & Biol, 2009, 2, 51-68.
43. Roman-Leshkov, Y.; Chheda, J.N.; Dumesic, J.A. Phase modifiers promote efficient production of hydroxymethylfurfural from fructose. Science, 2006, 312, 1933-1937.
44. Jing, Q.; Lü, X. Kinetics of non-catalyzed decomposition of glucose in hightemperature liquid water. Chin. J. Chem. Eng., 2008, 16, 890-894.
45. Asghari, F.S.; Yoshida, H. Acid-catalyzed production of 5-hydroxymethyl furfural from D-fructose in subcritical water. Ind. Eng. Chem. Res., 2006, 45, 2163-2173.
46. Bicker, M.; Hirth, J.; Vogel, H. Dehydration of fructose to 5hydroxymethylfurfural in sub- and supercritical acetone. Green Chem.; 2003, 5, 280-284.
47. Gallezot, P. Catalytic routes from renewables to fine chemicals. Catal. Today, 2007, 121, 76-91.
48. Takagaki, A.; Nishimura, S.; Ebitani, K. Catalytic transformations of biomass-derived materials into value-added chemicals. Catal. Surv. Asia, 2012, 16, 164-182.
49. 13C labeled D-fructose. ACS Catal, 2012, 2, 1211-1218.
50. Zhao, H.B.; Holladay, J.E.; Brown, H.; Zhang, Z.C. Metal chlorides in ionic liquid solvents convert sugars to 5-hydroxymethylfurfural. Science, 2007, 316, 1597-1600.
51. Verendel, J.J.; Church, T.L.; Andersson, P.G. Catalytic one-pot production of small organics from polysaccharides. Synthesis, 2011, 11, 1649-1677.
52. Moreau, C; Durand, R.; Razigade, S.; Duhamet, J.; Faugeras, P.; Rivalier, P.; Ros, P.; Avignon, G. Dehydration of fructose to 5-hydroxymethylfurfural over H-mordenites. Appl. Catal. A: Gen., 1996, 145, 211-224.
53. Srokol, Z.; Bouche, A.G.; Estrik, A.V.; Strik, R.C.J.; Maschmeyer, T.; Peters, J.A. Hydrothermal upgrading of biomass to biofuel; studies on some monosaccharide model compounds. Carbohydr. Res., 2004, 339, 1717-1726.
54. Qian, X.; Nimlos, M.R; Davis, M.; Johnson D.K.; Himmel, M.E. Ab initio molecular dynamics simulations of /?-D-glucose and/i-D-xylose degradation mechanisms in acidic aqueous solution. Carbohydr. Res., 2005, 340, 2319-2327.
55. Jadhav, H.; Pedersen, CM.; Sølling, T.; Bols, M. 3-Deoxy-glucosone is an Intermediate in the Formation of Furfurals from D-Glucose. ChemSusChem, 2011, 4, 1049-1051.
56. Roman-Leshkov, Y.; Chheda, J.N.; Dumesic, J. A. Phase modifiers promote efficient production of hydroxymethylfurfural from fructose. Science, 2006, 312, 1933-1937.
57. Xing, R; Qi, W.; Huber, G.W. Production of furfural and carboxylic acids from waste aqueous hemicellulose solutions from the pulp and paper and cel-lulosic ethanol industries. Energy Environ. Sci., 2011, 4, 2193-2205.
58. Nimlos, M.R.; Qian, X.H.; Davis, M.; Himmel, M.E.; Johnson, D.K. Energetics of xylose decomposition as determined using quantum mechanics modeling. J. Phys. Chem. A, 2006, 110, 11824-11838.
59. Marcotullio, G.; De Jong, W. Chloride ions enhance furfural formation from D-xylose in dilute aqueous acidic solutions. Green Chem., 2010, 12, 1739-1746.
60. Marcotullio, G.; De Jong, W. Furfural formation from D-xylose: the use of different halides in dilute aqueous acidic solutions allows for exceptionally high yields. Carbohydr. Res., 2011, 346, 1291-1293.
61. Choudhary, V.; Pinar, A.B.; Sandler, S.I.; Vlachos, D.G.; Lobo, RF. Xylose isomerization to xylulose and its dehydration to furfural in aqueous media. ACS Catal, 2011, 1, 1724-1728.
62. Antal, M.J.; Leesomboon, T.; Mok, W.S.; Richards, G.N. Mechanism of formation of 2-furaldehyde from D-xylose. Carbohydr. Res., 1991, 217, 71-85.
63. Binder, J.B.; Blank, J.J.; Cefali, A.V.; Raines, R.T. Synthesis of furfural from xylose and xylan. ChemSusChem, 2010, 3, 1268-1272.
64. Mamman, A.S.; Lee, J.-M.; Kim, Y.-C; Hwang, I.T.; Park, N.-J.; Hwang, Y.K.; Chang, J.-S.; Hwang, J.-S. Furfural: hemicellulose/xylose derived biochemical. Biofuels, Bioprod. Bioref., 2008, 2, 438-454.
65. Dutta, S.; De, S.; Saha, B.; Alam, M.I. Advances in conversion of hemicellulosic biomass to furfural and upgrading to biofuels. Catal. Sci. Technol, 2012, 2, 2025-2036.
66. Hu, L.; Zhao, G.; Hao, W.; Tang, X.; Sun, Y.; Lin, L.; Liu, S. Catalytic conversion of biomass-derived carbohydrates into fuels and chemicals via furanic aldehydes. RSC Adv., 2012, 2, 11184-11206.
67. Lange, J.P.; van der Heide, E.; van Buijtenen, J. Furfural-a promising platform for lignocellulosic biofuels. ChemSusChem, 2012, 5, 150-166.
68. Hayes, D.J.; Fitzpatrick, S.; Hayes, M.H.B.; Ross J.R.H. In: Biorefineriesindustrial processes and products; Kamm, B.; Gruber, P.R; Kamm, M., Eds.; Wiley-VCH: Weinheim, 2006; Vol. 1, pp. 139-164.
69. Frenzel, S.; Peters, S.; Rose, T.; Kunz, M. In: Industrial Sucrose, Sustainable Solutions for Modern Economies; Höfer, R ed.; RSC Publ.: Cambridge, 2009; pp. 264-299.
70. Girisuta, B.; Janssen, L.P.B.M.; Heeres, H.J. Green Chemicals: A kinetic study on the conversion of glucose to levulinic acid. Chem. Eng. Res. Des., 2006, 84, 339-349.
71. Girisuta, B.; Janssen, L.P.B.M.; Heeres, H.J. A kinetic study on the decomposition of 5-hydroxymethylfurfural into levulinic acid. Green Chem., 2006, 8, 701-709.
72. Girisuta, B.; Janssen L.P.B.M., Heeres, H.J. Kinetic study on the acidcatalyzed hydrolysis of cellulose to levulinic acid. Ind. Eng. Chem. Res., 2007, 46, 1696-1708.
73. Weingarten, R; Cho, J.; Xing, R; Conner Jr., W.C.; Huber, G.W. Kinetics and reaction engineering of levulinic acid production from aqueous glucose solutions. ChemSusChem, 2012, 5, 1280-1290.
74. Gonzalez Maldonado, G.M.; Assary, R.S.; Dumesic, J.; Curtiss, L.A. Experimental and theoretical studies of the acid-catalyzed conversion of fur-furyl alcohol to levulinic acid in aqueous solution. Energy Environ. Sci., 2012, 5, 6981-6989.
75. Chu, D.; Hou, Y.; He, J.; Xu, M.; Wang, Y.; Wang, S.; Wang, J.; Zha, L. Nano TiO2 film electrode for electrocatalytic reduction of furfural in ionic liquids. J. Nanopart. Res., 2009, 11, 1805-1809.
76. Yan, Z.; Lin, L. Synthesis of y-valerolactone from biomass-based levulinic acid over Ru/C catalyst. Chem. Ind. Forest Prod., 2010, 30, 11-16.
77. Yan, Z.-P.; Lin, L.; Liu, S. Synthesis of y-valerolactone by hydrogenation of biomass-derived levulinic acid over Ru/C catalyst. Energy Fuel, 2009, 23, 3853-3858.
78. Deng, L.; Zhao, Y.; Li, J.; Fu, Y.; Liao, B.; Guo, Q.-X. Conversion of levulinic acid and formic acid into y-valerolactone over heterogeneous catalysts. ChemSusChem, 2010, 3, 1172-1175.
79. Morrison, R.T.; Boyd, RN. In: Organic Chemistry; Allyn and Bacon: Boston, 1983; Vol. 20, pp. 813-885.
80. Serrano-Ruiz, J.C.; West, R.M.; Durnesic, J.A. Catalytic conversion of renewable biomass resources to fuels and chemicals. Annu. Rev. Chem. Bio-mol Eng., 2010, 1, 79-100.
81. Watanabe, M.; Aizawa, Y.; Iida, T.; Nishimura, R; Inomata, H. Catalytic glucose and fructose conversions with TiO2 and ZrO2 in water at 473 K: relationship between reactivity and acid-base property determined by TPD measurement. Appl. Catal. A Gen., 2005, 295, 150-156.
82. Qi, X.; Watanabe, M.; Aida, T.M.; Smith Jr. RL. Catalytical conversion of fructose and glucose into 5-hydroxymethylfurfural in hot compressed water by microwave heating. Catal. Commun., 2008, 9, 2244-2249.
83. Yang, L.; Liu, Y.; Ruan, R Hydrolysis of glucose to 5hydroxymethylfurfural. Adv. Mater. Res., 2011, 335-336, 1448-1453.
84. Carlini, C; Giuttari, M.; Galletti, A.M.R; Sbrana, G.; Armaroli, T.; Busca, G. Selective saccharides dehydration to 5-hydroxymethyl-2-furaldehyde by heterogeneous niobium catalysts. Appl. Catal. A Gen., 1999, 183, 295-302.
85. Benvenuti, F.; Carlini, C; Patrono, P.; Galletti, A.M.R; Sbrana, G.; Massucci, M.A.; Galli, P. Heterogeneous zirconium and titanium catalysts for the selective synthesis of 5-hydroxymethyl-2-furaldehyde from carbohydrates. Appl. Catal. A Gen., 2000, 193, 147-153.
86. Asghari, F.A.; Yoshida, H. Dehydration of fructose to 5hydroxymethylfurfural in sub-critical water over heterogeneous zirconium phosphate catalysts. Carbohyd. Res., 2006, 341, 2379-2387.
87. Zhuang, J.; Lin, L.; Pang, C; Liu, Y. Selective catalytic conversion of glucose to 5-hydroxymethylfurfural over Zr(H2PO4)2 solid scid catalysts. Adv. Mater. Res., 2011, 236-238, 134-137.
88. Qi, X.; Watanabe, M.; Aida, T.M.; Smith Jr. RL. Sulfated zirconia as a solid acid catalyst for the dehydration of fructose to 5-hydroxymethylfurfural. Catal. Commun., 2009, 10, 1771-1775.
89. Qi, X.; Guo, H.; Li, L. Efficient conversion of fructose to 5hydroxymethylfurfural catalyzed by sulfated zirconia in ionic liquids. Ind. Eng. Chem. Res., 2011, 50, 7985-7989.
90. Chareonlimkun, A.; Champreda, V.; Shotipruk, A.; Laosiripojana, N. Reactions of C5 and C6-sugars, cellulose, and lignocellulose under hot compressed water (HCW) in the presence of heterogeneous acid catalysts. Fuel, 2010, 89, 2873-2880.
91. 2-/ZrO2-Al2O3 solid acid catalysts. Catal. Commun., 2009, 10, 1558-1563.
92. De, S.; Dutta, S.; Patra, A.K.; Bhaumik, A.; Saha, B. Self-assembly of mesoporous TiO2 nanospheres via aspartic acid templating pathway and its catalytic application for 5-hydroxymethyl-furfural synthesis. J. Mater. Chem., 2011, 21, 17505-17510.
93. Dutta, S.; De, S.; Patra, A.K.; Sasidharan, M.; Bhaumik, A.; Saha, B. Microwave assisted rapid conversion of carbohydrates into 5-ydroxymethylfurfural catalyzed by mesoporous TiO2 nanoparticles. Appl. Catal. A Gen., 2011, 409-410, 133-139.
94. Kuo, I.-J.; Suzuki, N.; Yamauchi, Y.; Wu, K.C.-W. Cellulose-to-HMF conversion using crystalline mesoporous titania and zirconia nanocatalysts in ionic liquid systems. RSC Adv., 2013, 3, 2028-2034.
95. Carlini, C; Giuttari, M.; Galletti, A.M.R; Sbrana, G; Armaroli, T.; Busca, G. Selective saccharides dehydration to 5-hydroxymethyl-2-furaldehyde by heterogeneous niobium catalysts. Appl. Catal. A Gen., 1999, 183, 295-302.
96. Armaroli, T.; Busca, G.; Carlini, C; Giuttari, M.; Galletti, A.M.R; Sbrana, G.;. Acid sites characterization of niobium phosphate catalysts and their activity in fructose dehydration to 5-hydroxymethyl-2-furaldehyde. J. Mol Catal. A Chem., 2000, 151, 233-243.
97. Carniti, P.; Gervasini, A.; Biella, S.; Auroux, A. Niobic acid and niobium phosphate as highly acidic viable catalysts in aqueous medium: fructose dehydration reaction. Catal. Today, 2006, 118, 373-378.
98. Yang, F.; Liu, Q.; Bai, X.; Du, Y. Conversion of biomass into 5hydroxymethylfurfural using solid acid catalyst. Bioresour. Technol, 2011, 102, 3424-3429.
99. Nakajima, K.; Baba, Y.; Noma, R.; Kitano, M.; Kondo, J.N.; Hayashi, S.; Hara, M. Nb2O5·nH2O as a heterogeneous catalyst with water-tolerant Lewis acid sites. J. Am. Chem. Soc., 2011, 133, 4224-4227.
100. Zhang, Y.; Wang, J.; Ren, J.; Liu, X.; Li, X.; Xia, Y.; Lu, G.; Wang, Y. Mesoporous niobium phosphate: an excellent solid acid for the dehydration of fructose to 5-hydroxymethylfurfural in water. Catal. Sci. Technol., 2012, 2, 2485-2491.
101. Yang, F.; Liu, Q.; Yue, M.; Bai, X.; Du, Y. Tantalum compounds as heterogeneous catalysts for saccharide dehydration to 5-hydroxymethylfurfural. Chem. Commun., 2011, 47, 4469-4471.
102. Ordomsky, V.V.; Sushkevich, V.L.; Schouten, J.C.; van der Schaaf, J.; Nijhuis, T.A. Glucose dehydration to 5-hydroxymethylfurfural over phosphate catalysts. J. Catal., 2013, 300, 37-46.
103. Daorattanachai, P.; Khemthong, P.; Viriya-empikul, N.; Laosiripojana, N.; Faungnawakij, K. Conversion of fructose, glucose, and cellulose to 5-hydroxymethylfurfural by alkaline earth phosphate catalysts in hot compressed water. Carbohyd. Res., 2012, 363, 58-61.
104. Kuster, B.F.M. 5-Hydroxymethylfurfural (HMF), a review focussing on its manufacture. Starch-Stärke, 1990, 42, 314-321.
105. Qi, X.; Watanabe, M.; Aida, T.M.; Smith Jr., R.L. Catalytic dehydration of fructose into 5-hydroxymethylfurfural by ion-exchange resin in mixed-aqueous system by microwave heating. Green Chem., 2008, 10, 799-805.
106. Bicker, M.; Hirth, J.; Vogel, H. Dehydration of fructose to 5-hydroxymethylfurfural in sub- and supercritical acetone. Green Chem., 2003, 5, 280-284.
107. Li, H.; Zhang, Q.; Liu, X.; Chang, F.; Hu, D.; Zhang, Y.; Xue, W.; Yang, S. InCl3-ionic liquid catalytic system for efficient and selective conversion of cellulose into 5-hydroxymethylfurfural. RSC Adv., 2013, 3, 3648-3654.
108. Qi, X.; Watanabe, M.; Aida, T.M.; Smith Jr., R.L. Selective conversion of D-fructose to 5-hydroxymethylfurfural by ion-exchange resin in acetone/dimethyl sulfoxide solvent mixtures. Ind. Eng. Chem. Res., 2008, 47, 9234-9239.
109. Lansalot-Matras, C.; Moreau, C. Dehydration of fructose into 5-hydroxymethylfurfural in the presence of ionic liquids. Catal. Commun., 2003, 4, 517-520.
110. Qi, X.; Watanabe, M.; Aida, T.M.; Smith Jr., R.L. Efficient process for conversion of fructose to 5-hydroxymethylfurfural with ionic liquids. Green Chem., 2009, 11, 1327-1331.
111. Guo, X.; Cao, Q.; Jiang, Y.; Guan, J.; Wang, X.; Mu, X. Selective dehydration of fructose to 5-hydroxymethylfurfural catalyzed by mesoporous SBA-15-SO3H in ionic liquid BmimCl. Carbohyd. Res., 2012, 351, 35-41.
112. Li, Y.; Liu, H.; Song, C.; Gu, X.; Li, H.; Zhu, W.; Yin, S.; Han, C;. The dehydration of fructose to 5-hydroxymethylfurfural efficiently catalyzed by acidic ion-exchange resin in ionic liquid. Bioresour. Technol., 2013, 133, 347-353.
113. Richter, F.H.; Pupovac, K.; Palkovits, R.; Schu th, F. Set of acidic resin catalysts to correlate structure and reactivity in fructose conversion to 5-hydroxymethylfurfural. ACS Catal., 2013, 3, 123-127.
114. Tucker, M.H.; Crisci, A.J.; Wigington, B.N.; Phadke, N.; Alamillo, R.; Zhang, J.; Scott, S.L.; Dumesic, J.A. Acid-functionalized SBA-15-type periodic mesoporous organosilicas and their use in the continuous production of 5-hydroxymethylfurfural. ACS Catal., 2012, 2, 1865-1876.
115. Toda, M.; Takagaki, A.; Okamura, M.; Kondo, J.N.; Hayashi, S.; Domen, K.; Hara, M. Green chemistry: biodiesel made with sugar catalyst. Nature, 2005, 438, 178-184.
116. Hara, M.; Yoshida, T.; Takagaki, A.; Takata, T.; Kondo, J.N.; Hayashi, S.; Domen, K. A carbon material as a strong protonic acid. Angew. Chem. Int. Ed., 2004, 43, 2955-2958.
117. Zhang, B.H.; Ren, J.W.; Liu, X.; Guo, Y.; Guo, Y.; Lu, G.; Wang, Y. Novel sulfonated carbonaceous materials from p-toluenesulfonic acid/glucose as a high-performance solid-acid catalyst. Catal. Commun., 2010, 11, 629-632.
118. Wang, J.; Xu, W.; Ren, J.; Liu, X.; Lu, G.; Wang, Y. Efficient catalytic conversion of fructose into hydroxymethylfurfural by a novel carbon-based solid acid. Green Chem., 2011, 13, 2678-2681.
119. Qi, X.; Guo, H.; Li, L.; Smith, Jr., R.L. Acid-catalyzed dehydration of fructose into 5-hydroxymethylfurfural by cellulose-derived amorphous carbon. ChemSusChem, 2012, 5, 2215-2220.
120. Xie, H.; Zhao, Z.K.; Wang, Q. Catalytic conversion of inulin and fructose into 5-hydroxymethylfurfural by lignosulfonic acid in ionic liquids. Chem-SusChem, 2012, 5, 901-905.
121. Guo, F.; Fang, Z.; Zhou, T.-J. Conversion of fructose and glucose into 5-hydroxymethylfurfural with lignin-derived carbonaceous catalyst under microwave irradiation in dimethyl sulfoxide-ionic liquid mixtures. Bioresour. Technol., 2012, 112, 313-318.
122. Taarning, E.; Osmundsen, C.M.; Yang, X.; Voss, B.; Andersena, S.I.; Chris-tensen, C.H. Zeolite-catalyzed biomass conversion to fuels and chemicals. Energy Environ. Sci., 2011, 4, 793-804.
123. Moreau, C.; Durand, R.; Razigade, S.; Duhamet, J.; Faugeras, P.; Rivalier, P.; Ros, P.; Avignon, G. Dehydration of fructose to 5-hydroxymethylfurfural over H-mordenites. Appl. Catal. A Gen., 1996, 145, 211-224.
124. Ordomsky, V.V.; van der Schaaf, J.; Schouten, J.C.; Nijhuis, T.A. Fructose dehydration to 5-hydroxymethylfurfural over solid acid catalysts in a bipha-sic system. ChemSusChem, 2012, 5, 1812-1819.
125. Moreau, C.; Durand, R.; Roux, A.; Tichit, D. Isomerization of glucose into fructose in the presence of cation-exchanged zeolites and hydrotalcites. Appl. Catal. A Gen., 2000, 193, 257-264.
126. Torres, A.I.; Daoutidis, P.; Tsapatsis, M. Continuous production of 5-hydroxymethylfurfural from fructose: a design case study. Energy Environ. Sci., 2010, 3, 1560-1572.
127. Nikolla, E.; Román-Leshkov, Y.; Moliner, M.; Davis, M.E. "One-pot" synthesis of 5-(hydroxymethyl)furfural from carbohydrates using tin-beta zeolite. ACS Catal., 2011, 1, 408-410.
128. Chun, J.-A.; Lee, J.-W.; Yi, Y.-B.; Hong, S.-S.; Chung, C.-H. Direct conversion of starch to hydroxymethylfurfural in the presence of an ionic liquid with metal chloride. Starch/Stärke, 2010, 62, 326-330.
129. Zhang, Y.; Pidko, E.A.; Hensen, E.J.M. Molecular aspects of glucose dehydration by chromium chlorides in ionic liquids. Chem. Eur. J., 2011, 17, 5281-5288.
130. Hu, L.; Sun, Y.; Lin, L.; Liu, S. Catalytic conversion of glucose into 5-hydroxymethylfurfural using double catalysts in ionic liquid. J. Taiwan Inst. Chem. Eng., 2012, 43, 718-723
131. Binder, J.B.; Raines, R.T. Simple chemical transformation of lignocellulosic biomass into furans for fuels and chemicals. J. Am. Chem. Soc., 2009, 131, 1979-1985.
132. Tan, M.X.; Zhao, L.; Zhang, Y. Production of 5-hydroxymethyl furfural from cellulose in CrCl2/Zeolite/BMIMCl system. Biomass Bioenergy, 2011, 35, 1367-1370.
133. Jadhav, H.; Taarning, E.; Pedersen, C.M.; Bols, M. Conversion of D-glucose into 5-hydroxymethylfurfural (HMF) using zeolite in [Bmim]Cl or tetrabuty-lammonium chloride (TBAC)/CrCl2. Tetrahedron Lett., 2012, 53, 983-985.
134. Kozhevnikov, I.V. Catalysis by heteropolyacids and multicomponent polyoxometalates in liquid-phase reactions. Chem. Rev., 1998, 98, 171-198.
135. Kozhevnikov, I.V. Sustainable heterogeneous acid catalysis by heteropoly acids. J. Mol. Catal. A Chem.; 2007, 262, 86-92.
136. Baba, T.; Watanabe, H.; Ono, Y. Generation of acidic sites in metal salts of heteropolyacids. J. Phys. Chem., 1983, 87, 2406-2411.
137. Shimizu, K.; Uozumi, R.; Satsuma, A. Enhanced production of hy-droxymethylfurfural from fructose with solid acid catalysts by simple water removal methods. Catal. Commun., 2009, 10, 1849-1853.
138. Fan, C.; Guan, H.; Zhang, H.; Wang, J.; Wang, S.; Wang, X. Conversion of fructose and glucose into 5-hydroxymethylfurfural catalyzed by a solid het-eropolyacid salt. Biomass Bioenergy, 2011, 35, 2659-2665.
139. Jadhav, A.H.; Kim, H.; Hwang, I.T. An efficient and heterogeneous recyclable silicotungstic acid with modified acid sites as a catalyst for conversion of fructose and sucrose into 5-hydroymethylfurfural in superheated water. Bioresour. Technol., 2013, 132, 342-350.
140. Qu, Y.; Huang, C.; Zhang, J.; Chen, B. Efficient dehydration of fructose to 5-hydroxymethylfurfural catalyzed by a recyclable sulfonated organic hetero-polyacid salt. Bioresour. Technol., 2012, 106, 170-172.
141. Tian, J.; Wang, J.H.; Zhao, S.; Jiang, C.; Zhang, X.; Wang, X.H. Hydrolysis of cellulose by the heteropoly acid H3PW12O40. Cellulose, 2010, 17, 587-594.
142. Shimizu, K.; Furukawa, H.; Kobayashi, N.; Itayab, Y.; Satsuma, A. Effects of Brønsted and Lewis acidities on activity and selectivity of heteropolyacid-based catalysts for hydrolysis of cellobiose and cellulose. Green Chem., 2009, 11, 1627-1632.
143. Zhao, S.; Cheng, M.; Li, J.; Tian, J.; Wang, X. One pot production of 5-hydroxymethylfurfural with high yield from cellulose by a Brønsted-Lewis-surfactant-combined heteropolyacid catalyst. Chem. Commun., 2011, 47, 2176-2178.
144. Alam, M.I.; De, S.; Dutta, S.; Saha, B. Solid-acid and ionic-liquid catalyzed one-pot transformation of biorenewable substrates into a platform chemical and a promising biofuel. RSC Adv., 2012, 2, 6890-6896.
145. Crisci, A.J.; Tucker, M.H.; Dumesic, J.A.; Scott, S.L. Bifunctional solid catalysts for the selective conversion of fructose to 5-hydroxymethylfurfural. Top. Catal., 2010, 53, 1185-1192.
146. Riisager, A.; Fehrmann, R.; Haumann, M. Supported ionic liquids: versatile reaction and separation media. Top. Catal., 2006, 40, 91-102.
147. Li, H.; Bhadury, P.S.; Song, B.; Yang, S. Immobilized functional ionic liquids: efficient, green, and reusable catalysts. RSC Adv., 2012, 2, 12525-12551.
148. Sidhpuria, K.B.; Daniel-da-Silva, A.L.; Trindade, T.; Coutinho, J.A.P. Supported ionic liquid silica nanoparticles (SILnPs) as an efficient and recyclable heterogeneous catalyst for the dehydration of fructose to 5-hydroxymethylfurfural. Green Chem., 2011, 13, 340-349.
149. Zhao, H.; Holladay, J.E.; Brown, H.; Zhang, Z.C. Metal chlorides in ionic liquid solvents convert sugars to 5-hydroxymethylfurfural. Science, 2007, 316, 1597-1600.
150. 2+ dimers. Angew. Chem. Int. Ed., 2010, 49, 2530-2534.
151. Lay, P.A.; Levina A. In: Comprehensive Coordination Chemistry II; McCleverty, J.A.; Meyer T.J., Eds.; Elsevier, Oxford, 2003, Vol. 4, pp. 313.
152. Degirmenci, V.; Pidko, E.A.; Magusin, P.C.M.M.; Hensen, E.J.M. Towards a selective heterogeneous catalyst for glucose dehydration to 5-hydroxymethylfurfural in water: CrCl2 catalysis in a thin immobilized ionic liquid layer. ChemCatChem, 2011, 3, 969-972.
153. Zakrzewska, M.E.; Bogel-Lukasik, E.; Bogel-Lukasik, R. Ionic liquid-mediated formation of 5-hydroxymethylfurfural: a promising biomass-derived building block. Chem. Rev., 2011, 111, 397-417.
154. Lee, Y.-Y.; Wu, K.C.-W. Conversion and kinetics study of fructose-to-5-hydroxymethylfurfural (HMF) using sulfonic and ionic liquid groups bi-functionalized mesoporous silica nanoparticles as recyclable solid catalysts in DMSO systems. Phys. Chem. Chem. Phys., 2012, 14, 13914-13917.
155. Liu, D.J.; Chen, E.Y.-X. Polymeric ionic liquid (PIL)-supported recyclable catalysts for biomass conversion into HMF. Biomass Bioenergy, 2013, 48, 181-190.
156. Zhang, Z.; Zhao, Z.K. Production of 5-hydroxymethylfurfural from glucose catalyzed by hydroxyapatite supported chromium chloride. Bioresour. Tech-nol., 2011, 102, 3970-3972.
157. Wang, J.; Ren, J.; Liu, X.; Xi, J.; Xia, Q.; Zu, Y.; Lu, G.; Wang, Y. Direct conversion of carbohydrates to 5-hydroxymethylfurfural using Sn-Mont catalyst. Green Chem., 2012, 14, 2506-2512.
158. Lee, J.; Farha, O.K.; Roberts, J.; Scheidt, K.A.; Nguyen, S.T.; Hupp, J.T. Metal-organic framework materials as catalysts. Chem. Soc. Rev., 2009, 38, 1450-1459.
159. Wang, Z.; Chen, G.; Ding, K.L. Self-supported catalysts. Chem. Rev., 2009, 109, 322-359.
160. Ma, L.Q.; Abney, C.; Lin, W.B. Enantioselective catalysis with homochiral metal-organic frameworks. Chem. Soc. Rev., 2009, 38, 1248 -1256.
161. Zhang, Y.; Degirmenci, V.; Li, C.; Hensen, E.J.M. Phosphotungstic acid encapsulated in metal-organic framework as catalysts for carbohydrate dehydration to 5-hydroxymethylfurfural. ChemSusChem, 2011, 4, 59-64.
162. Tuteja, J.; Nishimura, S.; Ebitani, K. One-pot synthesis of furans from various saccharides using a combination of solid acid and base catalysts. Bull. Chem. Soc. Jpn., 2012, 85, 275-281.
163. Ohara, M.; Takagaki, A.; Nishimura, S.; Ebitani, K. Syntheses of 5-hydroxymethylfurfural and levoglucosan by selective dehydration of glucose using solid acid and base catalysts. Appl. Catal. A Gen., 2010, 383, 149-155.
164. Takagaki, A.; Ohara, M.; Nishimura, S.; Ebitani, K. A one-pot reaction for biorefinery: combination of solid acid and base catalysts for direct production of 5-hydroxymethylfurfural from saccharides. Chem. Commun., 2009, 6276-6278.
165. Peng, W.-H.; Lee, Y.-Y.; Wu, C.; Wu, K.C.-W. Acid-base bi-functionalized, large-pored mesoporous silica nanoparticles for cooperative catalysis of one-pot cellulose-to-HMF conversion. J. Mater. Chem., 2012, 22, 23181-23185.
166. He, J.; Zhang, Y.; Chen, E.Y.-X. Chromium(0) nanoparticles as effective catalyst for the conversion of glucose into 5-hydroxymethylfurfural. Chem-SusChem, 2013, 6, 61-64.
167. Moreau, C.; Durand, R.; Peyron, D.; Duhamet, J.; Rivalier, P. Selective preparation of furfural from xylose over microporous solid acid catalysts. Ind. Crops Prod., 1998, 7, 95-99.
168. Lima, S.; Pillinger, M.; Valente, A.A. Dehydration of D-xylose into furfural catalysed by solid acids derived from the layered zeolite Nu-6(1). Catal. Commun., 2008, 9, 2144-2148.
169. O'Neill, R.; Ahmad, M.N.; Vanoye, L.; Aiouache F. Kinetics of aqueous phase dehydration of xylose into furfural catalyzed by ZSM-5 zeolite. Ind. Eng. Chem. Res., 2009, 48, 4300-4306.
170. Kim, S.B.; You, S.J.; Kim, Y.T.; Lee, S.M.; Lee, H.; Park, K.; Park, E.D. Dehydration of D-xylose into furfural over H-zeolites. Korean J. Chem. Eng., 2011, 28, 710-716.
171. Mansilla, H.D.; Baeza, J.; Urzúa, S.; Maturana, G.; Villasenor, J.; Durán, N. Acid-catalysed hydrolysis of rice hull: evaluation of furfural production. Bioresour. Technol., 1998, 66, 189-193.
172. Lima, S.; Antunes, M.M.; Fernandes, A.; Pillinger, M.; Ribeiro, M.F.; Va-lente, A.A. Catalytic cyclodehydration of xylose to furfural in the presence of zeolite H-Beta and a micro/mesoporous Beta/TUD-1 composite material. Appl. Catal. A Gen., 2010, 388, 141-148.
173. Lima, S.; Antunes, M.M.; Fernandes, A.; Pillinger, M.; Ribeiro, M.F.; Va-lente, A.A. Acid-catalysed conversion of saccharides into furanic aldehydes in the presence of three-dimensional mesoporous Al-TUD-1. Molecules, 2010, 15, 3863-3877.
174. Sjöman, E.; Mänttäri, M.; Nyström, M.; koivikko, H.; Heikkil, H. Separation of xylose from glucose by nanofiltration from concentrated monosaccharide solutions. J. Membr, Sci., 2007, 292, 106-115.
175. Antunes, M. M.; Lima, S.; Fernandes, A.; Pillinger, M.; Ribeiro, M.F.; Valente, A.A. Aqueous-phase dehydration of xylose to furfural in the presence of MCM-22 and ITQ-2 solid acid catalysts. Appl. Catal. A Gen., 2012, 417-418, 243-252.
176. Takagaki, A.; Ohara, M.; Nishimura, S.; Ebitani, K. One-pot formation of furfural from xylose via isomerization and successive dehydration reactions over heterogeneous acid and base catalysts. Chem. Lett., 2010, 39, 838-840.
177. Choudhary, V.; Pinar, A.B.; Sandler, S.I.; Vlachos, D.G.; Lobo, R.F. Xylose isomerization to xylulose and its dehydration to furfural in aqueous media. ACS Catal., 2011, 1, 1724-1728.
178. Moliner, M.; Roman-Leshkov, Y.; Davis, M.E. Tin-containing zeolites are highly active catalysts for the isomerization of glucose in water. Proc. Natl. Acad. Sci. U.S.A., 2010, 107, 6164-6168.
179. Zhang, J.; Zhuang, J.; Lin, L.; Liu, S.; Zhang, Z. Conversion of D-xylose into furfural with mesoporous molecular sieve MCM-41 as catalyst and butanol as the extraction phase. Biomass Bioenergy, 2012, 39, 73-77.
180. García-San Cho, C; Sádaba, I.; Moreno-Tost, R.; Méri da-Robles, J.; López-Granados, J.S.G.M.; Maireles-Torres, P. Dehydration of xylose to furfural over MCM-41 -supported niobium-oxide catalysts. ChemSusChem, 2013, 6, 635-642.
181. Dias, A.S.; Lima, S.; Pillinger, M.; Valente, A.A. Acidic cesium salts of 12-tungstophosphoric acid as catalysts for the dehydration of xylose into furfural. Carbohyd. Res., 2006, 341, 2946-2953.
182. Dias, A.S.; Pillinger, M.; Valente, A.A. Mesoporous silica-supported 12-tungstophosphoric acid catalysts for the liquid phase dehydration of D-xylose. Micropor. Mesopor. Mater., 2006, 94, 214-225.
183. Gürbüz, E.I.; Gallo, J.M.R.; Alonso, D.M.; Wettstein, S.G.; Lim, W.Y.; Dumesic, J.A. Conversion of hemicellulose into furfural using solid acid catalysts in a-valerolactone. Angew. Chem. Int. Ed., 2013, 52, 1270-1274.
184. Mehdi, H.; Fábos, V.; Tuba, R; Bodor, A.; Mika, L.T.; Horváth, I.T. Integration of homogeneous and heterogeneous catalytic processes for a multi-step conversion of biomass: from sucrose to levulinic acid, y-valerolactone, 1, 4-pentanediol, 2-methyl-tetrahydrofuran, and alkanes. Top. Catal, 2008, 48, 49-54.
185. Sahu, R; Dhepe, P.L. A one-pot method for the selective conversion of hemicellulose from crop waste into C5 sugars and furfural by using solid acid catalysts. ChemSusChem, 2012, 5, 751-761.
186. Chareonlimkun, A.; Champreda, V.; Shotipruk, A.; Laosiripojana, N. Reactions of C5 and C6-sugars, cellulose, and lignocellulose under hot compressed water (HCW) in the presence of heterogeneous acid catalysts. Fuel, 2010, 89, 2873-2880.
187. Chareonlimkun, A.; Champreda, V.; Shotipruk, A.; Laosiripojana, N. Catalytic conversion of sugarcane bagasse, rice husk and corncob in the presence of TiO2, ZrO2 and mixed-oxide TiO2-ZrO2 under hot compressed water (HCW) condition. Bioresour. Technol., 2010, 101, 4179-4186.
188. Kim, Y.C.; Lee, H.S. Selective synthesis of furfural from xylose with supercritical carbon dioxide and solid acid catalyst. J. Ind. Eng. Chem., 2001, 7, 424-429.
189. Dias, A.S.; Lima, S.; Pillinger, M.; Valente, A.A. Modified versions of sulfated zirconia as catalysts for the conversion of xylose to furfural. Catal. Lett., 2007, 114, 151-160.
190. Dias, A. S.; Lima, S.; Pillinger, M.; Valente, A.A. Modified versions of sulfated zirconia as catalysts for the conversion of xylose to furfural. Catal. Lett., 2007, 114, 151-160.
191. 2-/ZrO2-Al2O3/SBA-15 catalysts. Carbohyd. Res., 2011, 346, 480-487.
192. Antunes, M.M.; Lima, S.; Fernandes, A.; Candeias, J.; Pillinger, M.; Rocha, S.M.; Ribeiro, M.F.; Valente, A.A. Catalytic dehydration of D-xylose to 2-furfuraldehyde in the presence of Zr-(W, Al) mixed oxides. Tracing byproducts using two-dimensional gas chromatography-time-of-flight mass spectrometry. Catal. Today, 2012, 195, 127-135.
193. Takagaki, A.; Sugisawa, M.; Lu, D.; Kondo, J.N.; Hara, M.; Domen, K.; Hayashi, S. Exfoliated nanosheets as a new strong solid acid catalyst. J. Am. Chem. Soc, 2003 125, 5479-5485.
194. Dias, A.S.; Lima, S.; Carriazo, D.; Rives, V.; Pillinger, M.; Valente, A.A. Exfoliated titanate, niobate and titanoniobate nanosheets as solid acid catalysts for the liquid-phase dehydration of D-xylose into furfural. J. Catal, 2006, 244, 230-237.
195. Kamiya, Y.; Nishiyama, H.; Yashiro, M.; Satsuma, A.; Hattori, T. The role of Bronsted and Lewis acid sites of vanadyl pyrophosphate measured by di-methylpyridine-temperature programmed desorption in the selective oxidation of butane. J. Jpn. Pet. Inst., 2003, 46, 62-68.
196. Sádaba, I.; Lima, S.; Valente, A.A.; Granados, M.L. Catalytic dehydration of xylose to furfural: vanadyl pyrophosphate as source of active soluble species. Carbohyd. Res., 2011, 346, 2785-2791.
197. Pastore, H.O.; Coluccia, S.; Marchese, L. Porous aluminophosphates: from molecular sieves to designed acid catalysts. Annu. Rev. Mater. Res., 2005, 35, 351-395.
198. Lima, S.; Fernandes, A.; Antunes, M.M.; Pillinger, M.; Ribeiro, F.; Valente, A.A. Dehydration of xylose into furfural in the presence of crystalline mi-croporous silicoaluminophosphates. Catal. Lett., 2010, 135, 41-47.
199. Wilson, K.; Clark, J.H. Solid acids and their use as environmentally friendly catalysts in organic synthesis. Pure Appl. Chem., 2000, 72, 1313-1319.
200. Dias, A.S.; Pillinger, M.; Valente, A.A. Dehydration of xylose into furfural over micro-mesoporous sulfonic acid catalysts. J. Catal., 2005, 229, 414-423.
201. Corma, A. From microporous to mesoporous molecular sieve materials and their use in catalysis. Chem. Rev. 1997, 97, 2373-2419.
202. Zhao, D.; Feng, J.; Huo, Q.; Melosh, N.; Fredrickson, G.H.; Chmelka, B.F.; Stucky, G.D. Triblock copolymer syntheses of mesoporous silica with periodic 50 to 300 angstrom pores. Science 1998, 279, 548-552.
203. Jarupatrakorn, J.; Tilley, T.D. Silica-supported, single-site titanium catalysts for olefin epoxidation: a molecular precursor strategy for control of catalyst structure. J. Am. Chem. Soc. 2002, 124, 8380-8388.
204. Shi, X.; Wu, Y.; Yi, H.; Rui, G.; Li, P.; Yang, M.; Wang, G. Selective preparation of furfural from xylose over sulfonic acid functionalized mesoporous Sba-15 materials. Energies 2011, 4, 669-684.
205. Jeong, G.H.; Kim, E.G.; Kim, S.B.; Park, E.D.; Kim, S.W. Fabrication of sulfonic acid modified mesoporous silica shells and their catalytic performance with dehydration reaction of D-xylose into furfural. Micropor. Mesopor. Mater., 2011, 144, 134-139.
206. Mauritz, K.A.; Moore, R.B. State of understanding of Nafion. Chem. Rev., 2004, 104, 4535-4586.
207. Lam, E.; Majid, E.; Leung, A.C.W.; Chong, J.H.; Mahmoud, K.A.; Luong, J.H.T. Synthesis of furfural from xylose by heterogeneous and reusable Nafion catalysts. ChemSusChem, 2011, 4, 535-541.
208. Okuhara, T. Water-tolerant solid acid catalysts. Chem. Rev., 2002, 102, 3641-3666.
209. Lam, E.; Chong, J.H.; Majid, E.; Liu, Y.; Hrapovic, S.; Leung, A.C.W. Luong, J.H.T. Carbocatalytic dehydration of xylose to furfural in water. Carbon, 2012, 50, 1033-1043.
210. Daengprasert, W.; Boonnoun, P.; Laosiripojana, N.; Goto, M.; Shotipruk, A. Application of sulfonated carbon-based catalyst for solvothermal conversion of cassava waste to hydroxymethylfurfural and furfural. Ind. Eng. Chem. Res., 2011, 50, 7903-7910.
211. Agirrezabal-Telleria, I.; Requies, J.; Güemez, M.B.; Arias, P.L. Pore size tuning of functionalized SBA-15 catalysts for the selective production of furfural from xylose. Appl. Catal. B Environ., 2012, 115-116, 169-178.
212. Agirrezabal-Telleria, I.; Larreategui, A.; Requies, J.; Güemez, M.B.; Arias, P.L. Furfural production from xylose using sulfonic ion-exchange resins (Amberlyst) and simultaneous stripping with nitrogen. Bioresour. Technol., 2011, 102, 7478-7485.
213. Agirrezabal-Telleria, I.; Requies, J.; Güemez, M.B.; Arias, P.L. Furfural production from xylose + glucose feedings and simultaneous N2-stripping. Green Chem., 2012, 14, 3132-3140.
214. Weingarten, R.; Tompsett, G.A.; Conner Jr., W.C.; Huber, G.W. Design of solid acid catalysts for aqueous-phase dehydration of carbohydrates: the role of Lewis and Brønsted acid sites. J. Catal., 2011, 279, 174-182.
215. th ed.; Wiley & Sons: New York, 2000.
216. Sheldon, R.A. Selective catalytic synthesis of fine chemicals: opportunities and trends. J. Mol. Catal. A Chem., 1996, 107, 75-83.
217. Werpy T.; Petersen G. Top Value Added Chem Biomass. http://www.osti.gov/bridge (Accessed April 15, 2013).
218. Bozell J.J.; Petersen G.R. Technology development for the production of biobased products from biorefinery carbohydrates-the US Department of Energy's "Top 10" revisited. Green Chem., 2010, 12, 539-554.
219. Vinke P.; van der Poel W.; van Bekkum H. On the oxygen tolerance of noble metal catalysts in liquid phase alcohol oxidations the influence of the support on catalyst deactivation. Stud. Surf. Sci. Catal., 1991, 59, 385-394.
220. Vinke, P.; van Dama, H.E.; van Bekkum, H. Platinum catalyzed oxidation of 5-hydroxymethylfurfural. Stud. Surf. Sci. Catal., 1990, 55, 147-158.
221. Gorbanev, Y.Y.; Kegnæs, S.; Riisager, A. Effect of support in heterogeneous ruthenium catalysts used for the selective aerobic oxidation of HMF in water. Top. Catal., 2011, 54, 1318-1324.
222. Gorbanev, Y.Y. Kegnæs, S.; Riisager, A. Selective aerobic oxidation of 5-hydroxymethylfurfural in water over solid ruthenium hydroxide catalysts with magnesium-based supports. Catal. Lett., 2011, 141, 1752-1760.
223. Ståhlberg, T.; Eyjólfsdóttir, E.; Gorbanev, Y.Y.; Sádaba, I.; Riisager, A. Aerobic oxidation of 5-(hydroxymethyl)furfural in ionic liquids with solid ruthenium hydroxide catalysts. Catal. Lett., 2012, 142, 1089-1097.
224. Ståhlberg, T.; Sørensen, M.G.; Riisager, A. Direct conversion of glucose to 5-(hydroxymethyl)furfural in ionic liquids with lanthanide catalysts. Green Chem., 2010, 12, 321-325.
225. Gorbanev, Y.Y.; Klitgaard, S. K.; Woodley, J.M.; Christensen, C.H.; Riis-ager, A. Gold-catalyzed aerobic oxidation of 5-hydroxymethylfurfural in water at ambient temperature. ChemSusChem, 2009, 2, 672-675.
226. Casanova, O.; Iborra, S.; Corma, A. Biomass into chemicals: aerobic oxidation of 5-hydroxymethyl-2-furfural into 2, 5-furandicarboxylic acid with gold nanoparticle catalysts. ChemSusChem, 2009, 2, 1138-1144.
227. Zope, B.N.; Davis, S.E.; Davis, R.J. Influence of reaction conditions on diacid formation during Au-catalyzed oxidation of glycerol and hy-droxymethylfurfural. Top. Catal., 2012, 55, 24-32.
228. Gupta, N.K.; Nishimura, S.; Takagaki, A.; Ebitani, K. Hydrotalcite-supported gold-nanoparticle-catalyzed highly efficient base-free aqueous oxidation of 5-hydroxymethylfurfural into 2, 5-furandicarboxylic acid under atmospheric oxygen pressure. Green Chem., 2011, 13, 824-827.
229. Pasini, T.; Piccinini, M.; Blosi, M.; Bonelli, R.; Albonetti, S.; Dimitratos, N.; Lopez-Sanchez, J.A.; Sankar, M.; He, Q.; Kiely, C.J.; Hutchings, G.J.; Cavani, F. Selective oxidation of 5-hydroxymethyl-2-furfural using supported gold-copper nanoparticles. Green Chem., 2011, 13, 2091-2099.
230. Albonetti, S.; Pasini, T.; Lolli, A.; Blosi, M.; Piccinini, M.; Dimitratos, N.; Lopez-Sanchezb, J.A.; Morgan, D.J.; Carley, A.F.; Hutchings, G.J.; Cavani, F. Selective oxidation of 5-hydroxymethyl-2-furfural over TiO2-supported gold-copper catalysts prepared from preformed nanoparticles: effect of Au/Cu ratio. Catal. Today, 2012, 195, 120-126.
231. Davis, S.E.; Zope, B.N.; Davis, R.J. On the mechanism of selective oxidation of 5-hydroxymethylfurfural to 2, 5-furandicarboxylic acid over supported Pt and Au catalysts. Green Chem., 2012, 14, 143-147.
232. Davis, S.E.; Houk, L.R.; Tamargo, E.C. Datye, A.K.; Davis, R.J. Oxidation of 5-hydroxymethylfurfural over supported Pt, Pd and Au catalysts. Catal. Today, 2011, 160, 55-60.
233. Saha, B.; Dutta, S.; Abu-Omar, M.M. Aerobic oxidation of 5-hydroxylmethylfurfural with homogeneous and nanoparticulate catalysts. Catal. Sci. Technol., 2012, 2, 79-81.
234. Lilga, M.A.; Hallen, R.T.; Gray, M. Production of oxidized derivatives of 5-hydroxymethylfurfural (HMF). Top. Catal., 2010, 53, 1264-1269.
235. Kröger, M.; Prüße, U.; Vorlop, K.-D. A new approach for the production of 2, 5-furandicarboxylic acid by in situ oxidation of 5-hydroxymethylfurfural starting from fructose. Top. Catal., 2000, 13, 237-242.
236. Ribeiro, M.L.; Schuchardt, U. Cooperative effect of cobalt acetylacetonate and silica in the catalytic cyclization and oxidation of fructose to 2, 5-furandicarboxylic acid. Catal. Commun., 2003, 4, 83-86.
237. Boisen, A.; Christensen, T.B.; Fu, W.; Gorbanev, Y.Y.; Hansen, T.S.; Jensen, J.S.; Klitgaard, S.K.; Pedersen, S.; Riisager, A.; Ståhlberg, T.; Woodley, J.M. Process integration for the conversion of glucose to 2, 5-furandicarboxylic acid. Chem. Eng. Res. Des., 2009, 87, 1318-1327.
238. Hansen, T.S.; Sádaba, I.; García-Suárez, E.J.; Riisager, A. Cu catalyzed oxidation of 5-hydroxymethylfurfural to 2, 5-diformylfuran and 2, 5-furandicarboxylic acid under benign reaction conditions. Appl. Catal. A Gen., 2013, 456, 44-50.
239. Saha, B.; Gupta, D.; Abu-Omar, M.M.; Modak, A.; Bhaumik, A. Porphyrin-based porous organic polymer-supported iron(III) catalyst for efficient aerobic oxidation of 5-hydroxymethyl-furfural into 2, 5-furandicarboxylic acid. J. Catal., 2013, 299, 316-320.
240. Ma, J.; Du, Z.; Xu, J.; Chu, Q.; Pang, Y. Efficient aerobic oxidation of 5-hydroxymethylfurfural to 2, 5-diformylfuran, and synthesis of a fluorescent material. ChemSusChem, 2011, 4, 51-54.
241. Amarasekara, A.S.; Green, D.; McMillan, E. Efficient oxidation of 5-hydroxymethylfurfural to 2, 5-diformylfuran using Mn(III)-salen catalysts. Catal. Commun., 2008, 9, 286-288.
242. Partenheimer, W.; Grushin, V.V. Synthesis of 2, 5-diformylfuran and furan-2, 5-dicarboxylic acid by catalytic air-oxidation of 5-hydroxymethylfurfural: unexpectedly selective aerobic oxidation of benzyl alcohol to benzaldehyde with metal/bromide catalysts. Adv. Synth. Catal., 2001, 343, 102-111.
243. Navarro, O.C.; Canós, A.C.; Chornet, S.I. Chemicals from biomass: aerobic oxidation of 5-hydroxymethyl-2-furaldehyde into diformylfurane cat0alyzed by immobilized vanadyl-pyridine complexes on polymeric and organofunc-tionalized mesoporous supports. Top. Catal., 2009, 52, 304-314.
244. Carlini, C.; Patrono, P.; Raspolli Galletti, A.M.; Sbrana, G.; Zima, V. Selective oxidation of 5-hydroxymethyl-2-furaldehyde to furan-2, 5-dicarboxaldehyde by catalytic systems based on vanadyl phosphate. Appl. Catal. A Gen., 2005, 289, 197-204.
245. Nie, J.; Liu, H. Aerobic oxidation of 5-hydroxymethylfurfural to 2, 5-diformylfuran on supported vanadium oxide catalysts: Structural effect and reaction mechanism. Pure Appl. Chem., 2012, 84, 765-777.
246. Nie, J.; Xie, J.; Liu, H.; Efficient aerobic oxidation of 5-hydroxymethylfurfural to 2, 5-diformylfuran on supported Ru catalysts. J. Catal., 2013, 301, 83-91.
247. Halliday, G.A.; Young, Jr., R.J.; Grushin, V.V. One-pot, two-step, practical catalytic synthesis of 2, 5-diformylfuran from fructose. Org. Lett., 2003, 5, 2003-2005.
248. Xiang, X.; He, L.; Yang, Y.; Guo, B.; Tong, D.; Hu, C.; A one-pot two-step approach for the catalytic conversion of glucose into 2, 5-diformylfuran. Catal. Lett., 2011, 141, 735-741.
249. Yang, Z.-Z.; Deng, J.; Pan, T.; Guo Q.-X.; Fu, Y. A one-pot approach for conversion of fructose to 2, 5-diformylfuran by combination of Fe3O4-SBA-SO3H and K-OMS-2. Green Chem., 2012, 14, 2986-2989.
250. Takagaki, A.; Takahashi, M.; Nishimura, S.; Ebitani, K. One-pot synthesis of 2, 5-diformylfuran from carbohydrate derivatives by sulfonated resin and hy-drotalcite-supported ruthenium catalysts. ACS Catal., 2011, 1, 1562-1565.
251. Vuyyuru, K.R.; Strasser, P. Oxidation of biomass derived 5-hydroxymethylfurfural using heterogeneous and electrochemical catalysis. Catal. Today, 2012, 195, 144-154.
252. Centi, G.; Trifiro, F.; Ebner, J.R.; Franchetti, V.M. Mechanistic aspects of maleic anhydride synthesis from C4 hydrocarbons over phosphorus vanadium oxide. Chem. Rev., 1988, 88, 55-80.
253. Du, Z.; Ma, J.; Wang, F.; Liua, J.; Xu, J. Oxidation of 5-hydroxymethylfurfural to maleic anhydride with molecular oxygen. Green Chem., 2011, 13, 554-557.
254. Guo, H.; Yin, G. Catalytic aerobic oxidation of renewable furfural with phosphomolybdic acid catalyst: an alternative route to maleic acid. J. Phys. Chem. C, 2011, 115, 17516-17522.
255. Shi, S.; Guo, H.; Yin, G. Synthesis of maleic acid from renewable resources: Catalytic oxidation of furfural in liquid media with dioxygen. Catal. Com-mun., 2011, 12, 731-733.
256. Alonso-Fagfflndez, N.; Granados, M.L.; Mariscal, R.; Ojeda, M. Selective conversion of furfural to maleic anhydride and furan with VOx/Al2O3 catalysts. ChemSusChem, 2012, 5, 1984-1990.
257. Taarning, E.; Nielsen, I.S.; Egeblad, K.; Madsen, R.; Christensen, C.H. Chemicals from renewables: aerobic oxidation of furfural and hydroxymeth-ylfurfural over gold catalysts. ChemSusChem, 2008, 1, 75-78.
258. Casanova, O.; Iborra, S.; Corma, A. Biomass into chemicals: one pot-base free oxidative esterification of 5-hydroxymethyl-2-furfural into 2, 5-dimethylfuroate with gold on nanoparticulated ceria. J. Catal., 2009, 265, 109-116.
259. Pan, T.; Deng, J.; Xu, Q.; Zuo, Y.; Guo, Q.-X.; Fu, Y. Catalytic conversion of furfural into a 2, 5-furandicarboxylic acid-based polyester with total carbon utilization. ChemSusChem, 2013, 6, 47-50.
260. Ma, J.; Wang, M.; Du, Z.; Chen, C; Gao, J.; Xu, J. Synthesis and properties of furan-based imine-linked porous organic frameworks. Polym. Chem., 2012, 3, 2346-2349.
261. Amarasekara, A.S.; Green, D.; Williams, L.T.D. Renewable resources based polymers: synthesis and characterization of 2, 5-diformylfuran-urea resin. Eur. Polym. J., 2009, 45, 595-598.
262. Ma, J.; Pang, Y.; Wang, M.; Xu, J.; Ma, H.; Nie, X. The copolymerization reactivity of diols with 2, 5-furandicarboxylic acid for furan-based copolyes-ter materials. J. Mater. Chem., 2012, 22, 3457-3461.
263. Gomes, M.; Gandini, A.; Silvestre, A. J. D.; Reis, B. Synthesis and characterization of poly(2, 5-furan dicarboxylate)s based on a variety of diols. J. Polym. Sci., Part A: Polym. Chem., 2011, 49, 3759-3768.
264. Eerhart, A.J.J.E.; Faaij, A.P.C.; Patel, M.K. Replacing fossil based PET with biobased PEF; process analysis, energy and GHG balance. Energy Environ. Sci, 2012, 5, 6407-6422.
265. Sharma, R.V.; Das, U.; Sammynaiken, R; Dalai, A.K. Liquid phase chemo-selective catalytic hydrogenation of furfural to furfuryl alcohol. Appl. Catal. A Gen., 2013, l454, 127-136.
266. Chuang, I.S.; Maciel, G.E.; Myers, G.E. Carbon-13 NMR study of curing in furfuryl alcohol resins. Macromolecules, 1984, 17, 1087-1090.
267. Burnette, L.W. The production of rubber from furfural. Rubber Chem. Tech-nol, 1945, 18, 284-285.
268. Merat, N.; Godawa, C; Gaset, A. High selective production of tetrahydrofurfuryl alcohol: catalytic hydrogenation of furfural and furfuryl alcohol. J. Chem. Technol. Biotechnol., 1990, 48, 145-159.
269. Yao, J.; Wang, H. Preparation of crystalline mesoporous titania using furfuryl alcohol as polymerizable solvent. Ind. Eng. Chem. Res., 2007, 46, 6264-6268.
270. Dunlop, A.P.; Peters Jr., F.N. The nature of furfuryl alcohol. Ind. Eng. Chem., 1942, 34, 814-817.
271. Rao, R.; Dandekar, A.; Baker, R.T.K.; Vannice, M.A. Properties of copper chromite catalysts in hydrogenation reactions. J. Catal., 1997, 171, 406-419.
272. Nagaraja, B.M.; Padmasri, A.H.; Seetharamulu, P.; Hari Prasad Reddy, K.; David Raju, B.; Rama Rao, K.S. A highly active Cu-MgO-Cr2O3 catalyst for simultaneous synthesis of furfuryl alcohol and cyclohexanone by a novel coupling route-Combination of furfural hydrogenation and cyclohexanol dehydrogenation. J. Mol. Catal. A Chem., 2007, 278, 29-37.
273. Sitthisa, S.; Pham, T.; Prasomsri, T.; Sooknoi, T.; Mallinson, R.G.; Resasco, D.E. Conversion of furfural and 2-methylpentanal on Pd/SiO2 and Pd-Cu/SiO2 catalysts. J. Catal, 2011, 280, 17-27.
274. Nagaraja, B.M.; Padmasri, A.H.; David Raju, B.; Rama Rao, K.S. Vapor phase selective hydrogenation of furfural to furfuryl alcohol over Cu-MgO coprecipitated catalysts. J. Mol. Catal. A Chem., 2007, 265, 90-97.
275. Li, H.; Chai, W.-M.; Luo, H.-S.; Li, H.-X. Hydrogenation of furfural to furfuryl alcohol over Co-B amorphous catalysts prepared by chemical reduction in variable media. Chin. J. Chem., 2006, 24, 1704-1708.
276. Chen, X.; Li, H.; Luo, H.; Qiao, M. Liquid phase hydrogenation of furfural to furfuryl alcohol over Mo-doped Co-B amorphous alloy catalysts. Appl. Catal. A Gen., 2002, 233, 13-20.
277. Luo, H.; Li, H.; Zhuang, L. Furfural hydrogenation to furfuryl alcohol over a novel Ni-Co-B amorphous alloy catalyst. Chem. Lett., 2001, 5, 404-405.
278. Li, H.; Luo, H.; Zhuang, L.; Dai, W.; Qiao, M. Liquid phase hydrogenation of furfural to furfuryl alcohol over the Fe-promoted Ni-B amorphous alloy catalysts. J. Mol. Catal. A Chem., 2003, 203, 267-275.
279. Li, H.; Zhang, S.; Luo, H. A Ce-promoted Ni-B amorphous alloy catalyst (Ni-Ce-B) for liquid-phase furfural hydrogenation to furfural alcohol. Mater. Lett., 2004, 58, 2741-2746.
280. Rao, R.S.; Baker, R.T.K.; Vannice, M.A. Furfural hydrogenation over carbon-supported copper. Catal. Lett., 1999, 60, 51-57.
281. Vaidya, P.D.; Mahajani, V.V. Kinetics of liquid-phase hydrogenation of furfuraldehyde to furfuryl alcohol over a Pt/C catalyst. Ind. Eng. Chem. Res., 2003, 42, 3881-3885.
282. Kijehski, J.; Winiarek, P.; Paryjczak, T.; Lewicki, A.; Mikolajska, A. Platinum deposited on monolayer supports in selective hydrogenation of furfural to furfuryl alcohol. Appl. Catal. A Gen., 2002, 233, 171-182.
283. Wei, S.; Cui, H.; Wang, J.; Zhuo, S.; Yi, W.; Wang, L.; Li, Z. Preparation and activity evaluation of NiMoB/y-Al2O3 catalyst by liquid-phase furfural hydrogenation. China Particuology, 2011, 9, 69-74.
284. Wu, J.; Shen, Y.; Liu, C; Wang, H.; Geng, C; Zhang, Z. Vapor phase hydrogenation of furfural to furfuryl alcohol over environmentally friendly Cu-Ca/SiO2 catalyst. Catal. Commun., 2005, 6, 633-637.
285. Sitthisa, S.; Resasco, D.E. Hydrodeoxygenation of furfural over supported metal catalysts: a comparative study of Cu, Pd and Ni. Catal. Lett., 2011, 141, 784-791.
286. Merat, N.; Godawa, C; Gaset, A. Selective hydrogenation of furfuryl alcohol to tetrahydrofurfuryl alcohol. J. Mol. Catal., 1990, 57, 397-415.
287. Merat, N.; Godawa, C; Gaset, A. High selective production of tetrahydrofurfuryl alcohol: Catalytic hydrogenation of furfural and furfuryl alcohol. J. Chem. Technol. Biotechnol., 1990, 48, 145-159.
288. Khan, F.-A.; Vallat, A.; Süss-Fink, G. Highly selective low-temperature hydrogenation of furfuryl alcohol to tetrahydrofurfuryl alcohol catalysed by hectorite-supported ruthenium nanoparticles. Catal. Commun., 2011, 12, 1428-1431.
289. Tike, M.A.; Mahajani, V.V. Kinetics of liquid-phase hydrogenation of furfuryl alcohol to tetrahydrofurfuryl alcohol over a Ru/TiO2 catalyst. Ind. Eng. Chem. Res., 2007, 46, 3275-3282.
290. Seo, G.; Chon, H. Hydrogenation of furfural over copper-containing catalysts. J. Catal., 1981, 67, 424-429.
291. Nakagawa, Y.; Nakazawa, H.; Watanabe, H.; Tomishige, K. Total hydrogenation of furfural over a silica-supported nickel catalyst prepared by the reduction of a nickel nitrate precursor. ChemCatChem, 2012, 4, 1791-1797.
292. Rodiansono; Khairi, S.; Hara, T.; Ichikunia, N.; Shimazu, S. Highly efficient and selective hydrogenation of unsaturated carbonyl compounds using Ni-Sn alloy catalysts. Catal. Sci. Technol., 2012, 2, 2139-2145.
293. Roman-Leshkov, Y.; Barrett, C.J.; Liu, Z.Y.; Dumesic, J.A. Production of dimethylfuran for liquid fuels from biomass-derived carbohydrates. Nat. Lett., 2007 447, 982-985.
294. Zheng, H.Y.; Yang, J.; Zhu, Y.L.; Zhao, G.W. Synthesis of g-butyrolactone and 2-methylfuran through the coupling of dehydrogenation and hydrogenation over copper-chromite catalyst. React. Kinet. Catal. Lett., 2004, 82, 263-269.
295. Zhu, Y.L.; Xiang, H.W.; Li, Y.W.; Jiao, H.J.; Wu, G.S.; Zhong, B.; Guo, G.Q. A new strategy for the efficient synthesis of 2-methylfuran and y-butyrolactone. New J. Chem., 2003, 27, 208-210.
296. Yang, J.; Zheng, H.Y.; Zhu, Y.L.; Zhao, G.W.; Zhang, C.H.; Teng, B.T.; Xiang, H.W.; Li, Y.W. Effects of calcination temperature on performance of Cu-Zn-Al catalyst for synthesizing y-butyrolactone and 2-methylfuran through the coupling of dehydrogenation and hydrogenation. Catal. Com-mun., 2004, 5, 505-510.
297. Zheng, H.-Y.; Zhu, Y.-L.; Teng, B.-T.; Bai, Z.-Q.; Zhang, C.-H.; Xiang, H.-W.; Li Y. -W. Towards understanding the reaction pathway in vapour phase hydrogenation of furfural to 2-methylfuran. J. Mol. Catal. A Chem., 2006, 246, 18-23.
298. Sitthisa, S.; An, W.; Resasco, D.E. Selective conversion of furfural to meth-ylfuran over silica-supported Ni-Fe bimetallic catalysts. J. Catal, 2011, 284, 90-101.
299. Pace, V.; Alcántarab, A.R.; Holzera, W. Highly efficient chemoselective N-TBS protection of anilines under exceptional mild conditions in the eco-friendly solvent 2-methyltetrahydrofuran. Green Chem., 2011, 13, 1986-1989.
300. Shanmuganathan, S.; Natalia, D.; van den Wittenboer, A.; Kohlmann, C; Greiner, L.; de María, P.D. Enzyme-catalyzed C-C bond formation using 2-methyltetrahydrofuran (2-MTHF) as (co)solvent: efficient and bio-based alternative to DMSO and MTBE. Green Chem., 2010, 12, 2240-2245.
301. Pace, V.; Hoyos, P.; Fernández, M.; Sinisterra, J.V.; Alcántara, A.R. 2-Methyltetrahydrofuran as a suitable green solvent for phthalimide function-alization promoted by supported KF. Green Chem., 2010, 12, 1380-1382.
302. Cho, A.; Shin, J.; Takagaki, A.; Kikuchi, R; Oyama, S.T. Ligand and ensemble effects in bimetallic NiFe phosphide catalysts for the hydrodeoxygenation of 2-methyltetrahydrofuran. Top. Catal, 2012, 55, 969-980.
303. Huber, G.W.; Iborra, S.; Corma, A. Synthesis of transportation fuels from biomass: chemistry, catalysts, and engineering. Chem. Rev., 2006, 106, 4044-4098.
304. Aliaga, C; Tsung, C.-K; Alayoglu, S.; Komvopoulos, K.; Yang, P.; Somor-jai, G.A. Sum frequency generation vibrational spectroscopy and kinetic study of 2-methylfuran and 2, 5-dimethylfuran hydrogenation over 7 nm platinum cubic nanoparticles. J. Phys. Chem. C, 2011, 115, 8104-8109.
305. Liu, X.; Ünalw, B.; Jensen, K.F. Heterogeneous catalysis with continuous flow microreactors. Catal. Sci. Technol, 2012, 2, 2134-2138.
306. Serrano-Ruiz, J.C.; Dumesic, J.A. Catalytic routes for the conversion of biomass into liquid hydrocarbon transportation fuels. Energy Environ. Sci., 2011, 4, 83-99.
307. Du, X.-L.; Bi, Q.-Y.; Liu, Y.-M.; Cao, Y.; He, H.-Y.; Fan, K.-N. Tunable copper-catalyzed chemoselective hydrogenolysis of biomass-derived y-valerolactone into 1, 4-pentanediol or 2-methyltetrahydrofuran. Green Chem., 2012, 14, 935-939.
308. Thananatthanachon, T.; Rauchfuss, T.B. Efficient production of the liquid fuel 2, 5-dimethylfuran from fructose using formic acid as a reagent. Angew. Chem. Int. Ed., 2010, 49, 6616 -6618.
309. Chidambaram, M.; Bell, A.T. A two-step approach for the catalytic conversion of glucose to 2, 5-dimethylfuran in ionic liquids. Green Chem., 2010, 12, 1253-1262.
310. Schlaf, M. Selective deoxygenation of sugar polyols to a,
311. Tong, X.; Ma, Y.; Li, Y. Biomass into chemicals: conversion of sugars to furan derivatives by catalytic processes. Appl. Catal. A: Gen., 2010, 385, 1-13.
312. Nakagawa, Y.; Tomishige, K. Total hydrogenation of furan derivatives over silica-supported Ni-Pd alloy catalyst. Catal. Commun., 2010, 12, 154-156.
313. Alamillo, R; Tucker, M.; Chia, M.; Pagán-Torres, Y.; Dumesic, J. The selective hydrogenation of biomass-derived 5-hydroxymethylfurfural using heterogeneous catalysts. Green Chem., 2012, 14, 1413-1419.
314. Ohyama, J.; Esaki, A.; Yamamoto, Y.; Arai, S.; Satsuma, A. Selective hydrogenation of 2-hydroxymethyl-5-furfural to 2, 5-bis(hydroxymethyl)furan over gold sub-nano clusters. RSC Adv., 2013, 3, 1033-1036.
315. Dutta, S.; De, S.; Saha, B. A brief summary of the synthesis of polyester building-block chemicals and biofuels from 5-hydroxymethylfurfural. ChemPlusChem, 2012, 77, 259-272.
316. Kang, E.-S.; Chae, D.W.; Kim, B.; Kim, Y.G. Efficient preparation of DHMF and HMFA from biomass-derived HMF via a Cannizzaro reaction in ionic liquids. J. Ind. Eng. Chem., 2012, 18, 174-177.
317. Yang, W.; Sen, A. One-step catalytic transformation of carbohydrates and ellulosic biomass to 2, 5-dimethyltetrahydrofuran for liquid fuels. ChemSusChem, 2010, 3, 597-603.
318. Grochowski, M.R.; Yang, W.; Sen, A. Mechanistic study of a one-step catalytic conversion of fructose to 2, 5-dimethyltetrahydrofuran. Chem. Eur.J., 2012, 18, 12363-12371.
319. Duan, Z.-Q.; Hu, F. Highly efficient synthesis of phosphatidylserine in the eco-friendly solvent y-valerolactone. Green Chem., 2012, 14, 1581-1583.
320. Fegyverneki, D.; Orha, L.; Láng, G.; Horváth, I.T. Gamma-valerolactonebased solvents. Tetrahedron, 2010, 66, 1078-1081.
321. Zhao, Y.; Fu, Y.; Guo, Q.-X. Production of aromatic hydrocarbons through catalytic pyrolysis of y-valerolactone from biomass. Bioresour. Technol., 2012, 114, 740-744.
322. Horváth, I.T.; Mehdi, H.; Fábos, V.; Boda, L.; Mika, L.T. Y-Valerolactone-a sustainable liquid for energy and carbon-based chemicals. Green Chem., 2008.10, 238-242.
323. Buitrago-Sierra, R.; Serrano-Ruiz, J.C.; Rodríguez-Reinoso, F.; Sepúlveda-Escribano, A.; Dumesic, J.A. Ce promoted Pd-Nb catalysts for y-valerolactone ring-opening and hydrogenation. Green Chem., 2012, 14, 3318-3324.
324. Lange, J.-P.; Vestering, J.Z.; Haan, RJ. Towards 'bio-based' nylon: conversion of c-valerolactone to methyl pentenoate under catalytic distillation conditions. Chem. Commun., 2007, 3488-3490.
325. Bond, J.Q.; Alonso, D.M.; Wang, D.; West, R.M.; Dumesic, J.A. Integrated catalytic conversion of y-valerolactone to liquid alkenes for transportation fuels. Science, 2010, 327, 1110-1114.
326. Hengne, A.M.; Rode, C.V. Cu-ZrO2 nanocomposite catalyst for selective hydrogenation of levulinic acid and its ester to y-valerolactone. Green Chem., 2012, 14, 1064-1072.
327. Yan, Z.; Lin, L.; Liu, S. Synthesis of y-valerolactone by hydrogenation of biomass-derived levulinic acid over Ru/C catalyst. Energy Fuel, 2009, 23, 3853-3858.
328. Al-Shaal, M.G. Wright, W.R.H.; Palkovits, R. Exploring the ruthenium catalysed synthesis of y-valerolactone in alcohols and utilisation of mild solvent-free reaction conditions. Green Chem., 2012, 14, 1260-1263.
329. Raspolli Galletti, A.M.; Antonetti, C; De Luise, V.; Martinelli, M. A sustainable process for the production of y-valerolactone by hydrogenation of biomass-derived levulinic acid. Green Chem., 2012, 14, 688-694.
330. Wettstein, S.G.; Bond, J.Q.; Alonso, D.M.; Pham, H.N.; Datye, A.K.; Dumesic, J.A. RuSn bimetallic catalysts for selective hydrogenation of levulinic acid to y-valerolactone. Appl. Catal. B Environ., 2012, 117-118, 321- 329.
331. Du, X.-L.; Bi, Q.-Y.; Liu, Y.-M.; Cao, Y.; Fan, K.-N. Conversion of biomass-derived levulinate and formate esters into y-valerolactone over supported gold catalysts. ChemSusChem, 2011, 4, 1838-1843.
332. Chia, M.; Dumesic, J.A. Liquid-phase catalytic transfer hydrogenation and cyclization of levulinic acid and its esters to y-valerolactone over metal oxide catalysts. Chem. Commun., 2011, 47, 12233-12235.
333. Deng, L.; Zhao, Y.; Li, J.; Fu, Y.; Liao, B.; Guo, Q.-X. Conversion of levulinic acid and formic acid into y-valerolactone over heterogeneous catalysts. ChemSusChem, 2010, 3, 1172-1175.
334. Du, X.-L.; He, L.; Zhao, S.; Liu, Y.-M.; Cao, Y.; He, H.-Y.; Fan, K.-N. Hydrogen-independent reductive transformation of carbohydrate biomass into y-valerolactone and pyrrolidone derivatives with supported gold catalysts. Angew. Chem., 2011, 123, 7961-7965.
335. Heeres, H.; Handana, R; Chunai, D.; Rasrendra, C.B.; Girisuta, B.; Heeres, H.J. Combined dehydration/(transfer)-hydrogenation of C6-sugars (D-glucose and D-fructose) to y-valerolactone using ruthenium catalysts. Green Chem., 2009.11, 1247-1255.
336. Qi, L.; Horváth, I.T. Catalytic conversion of fructose to y-valerolactone in y-valerolactone. ACS Catal., 2012, 2, 2247-2249.
337. Alonso, D.M.; Gallo, J.M.R; Mellmer, M.A.; Wettstein, S.G.; Dumesic, J. A. Direct conversion of cellulose to levulinic acid and gamma-valerolactone using solid acid catalysts. Catal. Sci. Technol., 2013, 3, 927-931.
338. Wettstein, S.G.; Alonso, D.M.; Chong, Y.; Dumesic, J.A. Production of levulinic acid and gamma-valerolactone (GVL) from cellulose using GVL as a solvent in biphasic systems. Energy Environ. Sci., 2012, 5, 8199-8203.
339. Raspolli Galletti, A.M.; Antonetti, C; Ribechini, E.; Colombini, M.P.; Nassi O Di Nasso, N.; Bonari, E. From giant reed to levulinic acid and gamma-valerolactone: A high yield catalytic route to valeric biofuels. Appl. Energy, 2013, 102, 157-162.
340. Müller, S.P.; Kucher, M.; Ohlinger, C; Kraushaar-Czarnetzki, B.; Extrusion of Cu/ZnO catalysts for the single-stage gas-phase processing of dimethyl maleate to tetrahydrofuran. J. Catal, 2003, 218, 419-426.
341. Guo, P.J.; Chen, L.F.; Yan, S.R; Dai, W.L.; Qiao, M.H.; Xu, H.L.; Fan, K.N. One-step hydrogenolysis of dimethyl maleate to tetrahydrofuran over chromium-modified Cu-B/y-Al2O3 catalysts. J. Mol. Catal. A Chem., 2006, 256, 164-170.
342. Ding, G.; Zhu, Y.; Zheng, H.; Chen, H.; Li, Y. Vapour phase hydrogenolysis of biomass-derived diethyl succinate to tetrahydrofuran over CuO-ZnO/solid acid bifunctional catalysts. J. Chem. Technol. Biotechnol., 2011, 86, 231-237.
343. Manzer, L.E. Catalytic synthesis of a-methylene-y-valerolactone: a biomass-derived acrylic monomer. Appl. Catal. A Gen., 2004, 272, 249-256.
344. Huber, G.W.; Iborra, S.; Corma, A. Synthesis of transportation fuels from biomass: chemistry, catalysts, and engineering. Chem. Rev., 2006, 106, 4044-4098.
345. Xiong, W.; Zhu, M.; Deng, L.; Fu, Y.; Guo, Q. Esterification of organic acid in bio-oil using acidic ionic liquid catalysts. Energy Fuel, 2009, 23, 2278-2283.
346. Yu, W.; Tang, Y.; Mo, L.; Chen, P.; Lou, H.; Zheng, X. Bifunctional Pd/Al-SBA-15 catalyzed one-step hydrogenation-esterification of furfural and acetic acid: A model reaction for catalytic upgrading of bio-oil. Catal. Commun., 2011, 13, 35-39.
347. Lanzafame, P.; Temi, D.M.; Perathoner, S.; Centi, G.; Macario, A.; Aloise, A.; Giordano, G. Etherification of 5-hydroxymethyl-2-furfural (HMF) with ethanol to biodiesel components using mesoporous solid acidic catalysts. Catal. Today, 2011, 175, 435-441.
348. Bing, L.; Zhang, Z.; Deng, K. Efficient one-pot synthesis of 5-(ethoxymethyl)furfural from fructose catalyzed by a novel solid catalyst. Ind. Eng. Chem. Res., 2012, 51, 15331-15336.
349. Lew, CM.; Rajabbeigi, N.; Tsapatsis, M. One-pot synthesis of 5-(ethoxymethyl)furfural from glucose using Sn-Bea and Amberlyst catalysts. Ind. Eng. Chem. Res., 2012, 51, 5364-5366.
350. Balakrishnan, M.; Sacia, E.R; Bell, A.T. Etherification and reductive etherification of 5-(hydroxymethyl)furfural: 5-(alkoxymethyl)furfurals and 2, 5-bis(alkoxymethyl)furans as potential bio-diesel candidates. Green Chem., 2012, 14, 1626-1634.
351. Mascal, M.; Nikitin, E.B. Towards the efficient, total glycan utilization of biomass. ChemSusChem, 2009, 2, 423-426.
352. Mascal, M.; Nikitin, E.B. Dramatic advancements in the saccharide to 5-(chloromethyl)furfural conversion reaction. ChemSusChem, 2009, 2, 859-861.
353. Mascal, M.; Nikitin, E.B. High-yield conversion of plant biomass into the key value-added feedstocks 5-(hydroxymethyl)furfural, levulinic acid, and levulinic esters via 5-(chloromethyl)furfural. Green Chem., 2010, 12, 370-373.
354. Kumari, N.; Olesen, J.K.; Pedersen, CM. Synthesis of 5-bromomethylfurfural from cellulose as a potential intermediate for biofuel. Eur. J. Org. Chem., 2011, 2011, 1266-1270.
355. Vyver, S.V.D.; Thomas, J.; Geboers, J.; Keyzer, S.; Smet, M.; Dehaen, W.; Jacobs, P.A.; Sels, B.F. Catalytic production of levulinic acid from cellulose and other biomass-derived carbohydrates with sulfonated hyperbranched poly(arylene oxindole)s. Energy Environ. Sci., 2011, 4, 3601-3610.
356. Pushkarev, V.V.; Musselwhite, N.; An, K.; Alayoglu, S.; Somorjai, G.A. High structure sensitivity of vapor-phase furfural decarbonyla-tion/hydrogenation reaction network as a function of size and shape of Pt nanoparticles. Nano Lett., 2012, 12, 5196-5201.
357. Lecomte, J.; Finiels, A.; Moreau, C A new selective route to 5-hydroxymethylfurfural from furfural and furfural derivatives over micro-porous solid acidic catalysts. Ind. Crop. Prod., 1999, 19, 235-241.
358. Cottier, L.; Descotes, G.; Soro, Y. Synthesis of acetylated ranunculin di-astereoisomers and (5-glucosyloxy-y-oxo esters from a- or /?-glucosylmethylfurfural. J. Carbohydr. Chem., 2005, 24, 55-71.
359. Urashima, T.; Suyama, K.; Adachi, S. The formation of 1, 6-anhydro-3, 4-O-[5-(hydroxymethyl)-2-furfurylidene]-/?-D-galactopyranose from lactose during pyrolysis. Carbohydr. Res., 1985, 135, 324-329.
360. Skowronski, R; Grabowski, G.; Lewkowski, J.; Descotes, G.; Cottier, L.; Neyret, C The use of isocyanides in heterocyclic synthesis: a review. Org. Prep. Proced. Int., 1993, 25, 353-355.
361. Quiroz-Florentino, H.; Aguilar, R.; Santoyo, B.M.; Diaz, F.; Tamariz, J. Total syntheses of natural furan derivatives rehmanones A, B, and C Synthesis, 2008, 1023-1028.
362. Hanefeld, W.; Schlitzer, M.; Debski, N.; Euler, H. 3-(2, 5-Dioxopyrrolidin-1-yl), 3-(2, 6-dioxopiperidin-1-yl), and 3-(1, 3-dioxoisoindolin-2-yl)rhodanines: a novel type of rhodanine derivatives. J. Heterocycl. Chem., 1996, 33, 1143-1146.
363. Suryawanshi, S.N.; Chandra, N.; Kumar, P.; Porwal, J.; Gupta, S. Chemotherapy of leishmaniasis part-VIII: synthesis and bioevaluation of novel chalcones. Eur. J. Med. Chem., 2008, 43, 2473-2478.
364. Lin, L.; Shi, Q.; Nyarko, A.K.; Bastow, K.F.; Wu, CC; Su, C.Y.; Shih, C.C.Y.; Lee, K.H. Antitumor agents 250: design and synthesis of new cur-cumin analogues as potential anti-prostate cancer agents. J. Med. Chem., 2006, 49, 3963-3972.
365. Yu, C.Z.; Liu, B.; Hu, L.Q. Efficient Baylis-Hillman reaction using stoichiometric base catalyst and an aqueous medium. J. Org. Chem., 2001, 66, 5413-5418.
366. Yu, C.Z.; Hu, L.Q. Succesful Baylis Hillman reaction of acrylamide with aromatic aldehydes. J. Org. Chem., 2002, 67, 219-223.
367. Peters, S.; Rose, T.; Moser, M. Sucrose: a prospering and sustainable organic raw material. Top. Curr. Chem., 2010, 294, 1-23.
368. Yoshida, N.; Kasuya, N.; Haga, N.; Fukuda, K. Brand-new biomass-based vinyl polymers from 5-hydroxymethylfurfural. Polym. J., 2008, 40, 1164-1169.
369. Shimizu, K.; Satsuma, A. Toward a rational control of solid acid catalysis for green synthesis and biomass conversion. Energy Environ. Sci., 2011, 4, 3140-3153.
370. Shimizu, K.; Uozumi, R.; Satsuma, A. Enhanced production of hy-droxymethylfurfural from fructose with solid acid catalysts by simple water removal methods. Catal. Commun., 2009, 10, 1849-1853.