Acid-Catalyzed Dehydration of Fructose
to 5-(Hydroxymethyl)furfural

• Authors: Yunxiang Qiao , Nils Theyssen , Zhenshan Hou
• Languages of publication: EN

Abstracts

EN

Hydroxymethylfurfural (abbreviated as HMF),
also 5-(hydroxymethyl)furfural, is an organic compound
derived from dehydration of certain sugars. HMF is primarily
considered as a starting material for liquid transportation
fuels and polyester building block chemicals. The most
convenient synthetic method of HMF is based on acidcatalyzed
triple dehydration of fructose. Although there are
many studies about fructose dehydration to 5-HMF since this
field started to be investigated, it is necessary to provide a
new review about fructose dehydration to 5-HMF. In the
following, we will make a summary (in detail) of catalytic
systems of fructose dehydration to HMF achieved by different
acid catalysts, including mineral and organic acids, metal
complexes, heteropoly acid-based materials, Ionic Liquids,
ion-exchange resins, zeolites, functionalized carbonaceous
materials and mesoporous silica materials. It has been
demonstrated that nearly full conversion of fructose and
100% HMF selectivity could be obtained with some acidic
catalytic systems up to now.

Keywords

EN

Dehydration; Fructose; 5-(hydroxymethyl) furfural; Acid Catalysis; Recycling

• Publisher: De Gruyter Open
• Journal: Recyclable Catalysis
• Year: 2015
• Volume: 2
• Issue: 1

Dates

accepted

24 - 3 - 2015

received

27 - 11 - 2014

online

29 - 5 - 2015

Contributors

author

Yunxiang Qiao

• Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, D-45470 Mülheim an der Ruhr, Germany

author

Nils Theyssen

• Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, D-45470 Mülheim an der Ruhr, Germany

author

Zhenshan Hou

• Key Laboratory for Advanced Material, Research Institute of Industrial Catalysis, East China University of Science and Technology, 130 Meilong Road, Shanghai
  200237 (P. R. China

References

• [1] A. A. Rosatella, S. P. Simeonov, R. F. M. Frade and C. A. M. Afonso. Green Chem. 2011, 13, 754-793.[Crossref]
• [2] R.-J. van Putten, J. C. van der Waal, E. de Jong, C. B. Rasrendra, H. J. Heeres and J. G. de Vries. Chem. Rev. 2013, 113, 1499-1597.[Crossref]
• [3] A. S. Amarasekara, L. D. Williams and C. C. Ebede. Carbohydr. Res. 2008, 343, 3021-3024.
• [4] S. Caratzoulas and D. G. Vlachos. Carbohydr. Res. 2011, 346, 664-672.
• [5] G. Yang, E. A. Pidko and E. J. M. Hensen. J. Catal. 2012, 295, 122-132.
• [6] R. S. Assary, T. Kim, J. J. Low, J. Greeley and L. A. Curtiss. Phys. Chem. Chem. Phys. 2012, 14, 16603-16611.[Crossref]
• [7] R. S. Assary, P. C. Redfern, J. Greeley and L. A. Curtiss. J Phys. Chem. B 2011, 115, 4341-4349.[Crossref]
• [8] H. Kimura, M. Nakahara and N. Matubayasi. J. Phys. Chem. A 2013, 117, 2102-2113.
• [9] N. Nikbin, S. Caratzoulas and D. G. Vlachos.ChemCatChem 2012, 4, 504-511.[Crossref]
• [10] B. F. M. Kuster. Staerke 1990, 42(8), 314-321.[Crossref]
• [11] R. Karinen, K. Vilonen and M. Niemelae. ChemSusChem 2011, 4, 1002-1016.[Crossref]
• [12] T. F. Wang, M. W. Nolte and B. H. Shanks.Green Chem. 2014, 16, 548-572.[Crossref]
• [13] S. P. Teong, G. S. Yi and Y. G. Zhang. Green Chem. 2014, 16, 2015-2026.[Crossref]
• [14] Q. Cao, X.-C. Guo, J. Guan, X.-D. Mu and D.-K. Zhang. Appl. Catal. A, 2011, 403, 98-103.
• [15] S. P. Teong, G.-S. Yi, X.-Q. Cao and Y.-G. Zhang. ChemSusChem 2014, 7, 2120-2126.[Crossref]
• [16] K. D. O. Vigier, A. Benguerba, J. Barrault and F. Jérôme. Green Chem. 2012, 14, 285-289.[Crossref]
• [17] K. Yan, X. Wu, X. An and X.-M. Xie. Chem. Eng. Commun. 2014, 201, 456-465.
• [18] F. S. Asghari and H. Yoshida. Ind. Eng. Chem. Res. 2006, 45, 2163-2173.[Crossref]
• [19] T. M. Aida, K. Tajima, M. Watanabe, Y. Saito, K. Kuroda, T. Nonaka, H. Hattori, R. L. Smith Jr. and K. Arai. J. Supercrit. Fluids 2007, 42, 110-119.
• [20] M. Moeller, F. Harnisch and U. Schroeder. Biomass Bioenergy 2012, 39, 389-398.[Crossref]
• [21] P. Daorattanachai, S. Namuangruk, N. Viriya-empikul, N. Laosiripojana, K. Faungnawakij. J. Ind. Eng. Chem. 2012, 18, 1893-1901.[Crossref]
• [22] M. Bicker, J. Hirth and H. Vogel. Green Chem. 2003, 5, 280-284.[Crossref]
• [23] R. M. Musau and R. M. Munavu. Biomass 1987, 13(1), 67-74.[Crossref]
• [24] G. R. Akien, L. Qi and I. T. Horváth. Chem. Commun. 2012, 48(47), 5850-5852. [Crossref]
• [25] J. Zhang and E. Weitz. ACS Catal. 2012, 2, 1211-1218.[Crossref]
• [26] B. F. M. Kuster and H. J. C. van der Steen. Staerke 1977, 29(3), 99-103. [Crossref]
• [27] B. F. M. Kuster and J. Laurens. Staerke 1977, 29(5), 172-176.[Crossref]
• [28] B. Cinlar, T. F. Wang, B. H. Shanks. App. Catal. A: Gen. 2013, 450, 237– 242.
• [29] Y. Román-Leshkov, C. J. Barrett, Z. Y. Liu and J. A. Dumesic. Nature 2007, 447(7147), 982-985.
• [30] T. S. Hansen, J. M. Woodley and A. Riisager. Carbohydr. Res. 2009, 344, 2568-2572.[Crossref]
• [31] T. Tuercke, S. Panic and S. Loebbecke. Chem. Eng. Technol. 2009, 32(11), 1815-1822.[Crossref]
• [32] Y. Román-Leshkov and J. A. Dumesic. Top Catal. 2009, 52, 297-303.[Crossref]
• [33] C. Z. Li, Z. K. Zhao, A. Q. Wang, M. Y. Zheng and T. Zhang. Carbohydr. Res. 2010, 345, 1846-1850[Crossref]
• [34] L. K. Lai and Y. G. Zhang. ChemSusChem 2011, 4, 1745-1748.[Crossref]
• [35] N. Jiang, W. Qi, R. L. Huang, M. F. Wang, R. X. Su and Z. M. He. J. Chem. Technol. Biotechnol. 2014, 89, 56-64.[Crossref]
• [36] G. S. Yi, S. P. Teong, X. K. Li and Y. G. Zhang. ChemSusChem 2014, 7, 2131-2135.[Crossref]
• [37] Z. Huang, Y. J. Pan, Y. M. Chao, W. Shen, C. C. Wang and H. L. Xu. RSC Adv. 2014, 4, 13434-13437.[Crossref]
• [38] T. D. Swift, C. Bagia, V. Nikolakis, D. G. Vlachos, G. Peklaris, P. Dornath and W. Fan. AIChE J. 2013, 59(9), 3378-3390.[Crossref]
• [39] M. Schön, M. Schnürch and M. D. Mihovilovic. Mol. Divers. 2011, 15, 639-643[Crossref]
• [40] M. Brasholz, K. von Känel, C. H. Hornung, S. Saubern and J. Tsanaktsidis. Green Chem. 2011, 13, 1114-1117.[Crossref]
• [41] D. Ray, N. Mittal and W.-J. Chung. Carbohydrate Res. 2011, 346, 2145-2148.[Crossref]
• [42] J. H. Lu, Y. N. Yan, Y. H. Zhang and Y. Tang. RSC Adv. 2012, 2, 7652-7655.[Crossref]
• [43] C. Sievers, I. Musin, T. Marzialetti, M. B. V. Olarte, P. K. Agrawal and C. W. Jones. ChemSusChem 2009, 2, 665- 671.[Crossref]
• [44] T. Thananatthanachon and T. B. Rauchfuss. ChemSusChem 2010, 3, 1139-1141.[Crossref]
• [45] H. Jadhav, C. M. Pedersen, T. Sølling and M. Bols. ChemSusChem 2011, 4, 1049-1051.[Crossref]
• [46] R.-J. van Putten, J. N. M. Soetedjo, E. A. Pidko, J. C. van der Waal, E. J. M. Hensen, E. de Jong and H. J. Heeres. ChemSusChem 2013, 6, 1681-1687.[Crossref]
• [47] L. Qi, Y. F. Mui, S. W. Lo, M. Y. Lui, G. R. Akien and I. T. Horváth. ACS Catal. 2014, 4(5), 1470-1477.[Crossref]
• [48] N. Jiang, R. L. Huang, W. Qi, R. X. Su and Z. M. He. Bioenerg. Res. 2012, 5, 380-386.[Crossref]
• [49] Y. H. Li, X. Y. Lu, L. Yuan and X. Liu. Biomass Bioenergy 2009, 33, 1182-1187.[Crossref]
• [50] S. De, S. Dutta and B. Saha. Green Chem. 2011, 13, 2859-2868.[Crossref]
• [51] K.-i. Seri, Y. Inoue and H. Ishida. Chem. Lett. 2000, 29, 22-23.[Crossref]
• [52] T.-S. Deng, X.-J. Cui, Y.-Q. Qi, Y.-X. Wang, X.-L. Hou and Y.-L. Zhu. Chem. Commun. 2012, 48, 5494-5496.[Crossref]
• [53] B. R. Caes and R. T. Raines. ChemSusChem 2011, 4, 353-356.[Crossref]
• [54] Y. Shen, J.-K. Sun, Y.-X. Yi, B. Wang, F. Xu and R.-C. Sun. J. Mol. Catal. A: Chem. 2014, 394, 114-120.
• [55] Y. Shen, Y.-F. Xu, J.-K. Sun, B. Wang, F. Xu and R.-C. Sun. Catal. Commun. 2014, 50, 17-20.[Crossref]
• [56] N. Mittal, G. M. Nisola and W.-J. Chung. Tetrahedron Lett. 2012, 53, 3149-3155.[Crossref]
• [57] E. A. Pidko, V. Degirmenci and E. J. M. Hensen. ChemCatChem 2012, 4, 1263-1271.[Crossref]
• [58] C. Wang, L.-T. Fu, X.-L. Tong, Q.-W. Yang and W.-Q. Zhang. Carbohydr. Res. 2012, 347, 182-185.
• [59] J.-L. Song, B.-B. Zhang, J.-H. Shi, H.-L. Fan, J. Ma, Y.-Y. Yang and B.-X. Han. RSC Adv. 2013, 3, 20085-20090.[Crossref]
• [60] S. Eminov, J. D. E. T. Wilton-Ely and J. P. Hallett. ACS Sustainable Chem. Eng. 2014, 2, 978-981.[Crossref]
• [61] X.-L. Tong, M.-R. Li, N. Yan, Y. Ma, P. J. Dyson and Y.-D. Li. Catal. Today 2011, 175, 524-527.
• [62] X.-M. Zhou, Z.-H. Zhang, B. Liu, Q. Zhou, S.-G. Wang and K.-J. Deng. J. Ind. Eng. Chem. 2014, 20, 644-649.[Crossref]
• [63] G. Tian, X.-L. Tong, Y.-H. Wang, Y.-T. Yan and S. Xue. Res. Chem. Intermed. 2013, 39, 3255-3263.[Crossref]
• [64] C.-Y. Shi, Y.-L. Zhao, J.-Y. Xin, J.-Q. Wang, X.-M. Lu, X.-P. Zhang and S.-J. Zhang. Chem. Commun. 2012, 48, 4103-4105.[Crossref]
• [65] C.-H. Song, H. Liu, Y. Li, S. Ge, H.-W. Wang, W.-S. Zhu, Y.-H. Chang, C.-R. Han and H.-M. Li. Chin. J. Chem. 2014, 32, 434-442.
• [66] J.-T. Liu, Y. Tang, K.-G. Wu, C.-F. Bi and Q. Cui. Carbohydr. Res. 2012, 350, 20-24.
• [67] F. Ilgen, D. Ott, D. Kralisch, C. Reil, A. Palmberger and B. Koenig. Green Chem. 2009, 11, 1948-1954.[Crossref]
• [68] S.-Q. Hu, Z.-F. Zhang, Y.-X. Zhou, B.-X. Han, H.-L. Fan, W.-J. Li, J.-L. Song and Y. Xie. Green Chem. 2008, 10, 1280-1283.[Crossref]
• [69] A. A. Assanosi, M. M. Farah, J. Wood and B. Al-Duri. RSC Adv. 2014, 4, 39359-39364.[Crossref]
• [70] Z.-H. Zhang, Q. Wang, H.-B. Xie, W.-J. Liu and Z.-B. Zhao. ChemSusChem 2011, 4, 131-138.[Crossref]
• [71] Z.-H. Zhang, B. Liu and Z.-B. Zhao. Carbohydr. Polym. 2012, 88, 891-895.[Crossref]
• [72] Z.-H. Zhang, B. Liu and Z.-B. Zhao. Starch - Stärke 2012, 64, 770-775.[Crossref]
• [73] B. Saha, S. De and M.-H. Fan. Fuel 2013, 111, 598-605.[Crossref]
• [74] J. Y. G. Chan and Y.-G. Zhang. ChemSusChem 2009, 2, 731-734.[Crossref]
• [75] J.-L. Song, B.-B. Zhang, J.-H. Shi, J. Ma, G.-Y. Yang and B.-X. Han. Chin. J. Chem. 2012, 30, 2079-2084.
• [76] G. Yong, Y.-G. Zhang and J. Y. Ying. Angew. Chem. Int. Ed. 2008, 47, 9345-9348.[Crossref]
• [77] Y.-H. Kim, S. Shin, H.-J. Yoon, J. W. Kim, J. K. Cho and Y.-S. Lee. Catal. Commun. 2013, 40, 18-22.[Crossref]
• [78] Z.-J. Wei, Y.-X. Liu, D. Thushara and Q.-L. Ren. Green Chem. 2012, 14, 1220-1226.[Crossref]
• [79] J.-Z. Chen, K.-G. Li, L.-M. Chen, R.-L. Liu, X. Huang and D.-Q. Ye. Green Chem. 2014, 16, 2490-2499.[Crossref]
• [80] M. Chia, B. J. O’Neill, R. Alamillo, P. J. Dietrich, F. H. Ribeiro, J. T. Miller and J. A. Dumesic. J. Catal. 2013, 308, 226-236.
• [81] F.-F. Wang, A.-W. Shi, X.-X. Qin, C.-L. Liu and W.-S. Dong. Carbohydr. Res. 2011, 346, 982-985.
• [82] C. B. Rasrendra, J. N. M. Soetedjo, I. G. B. N. Makertihartha, S. Adisasmito and H. J. Heeres. Top. Catal. 2012, 55, 543-549.[Crossref]
• [83] C. Carlini, M. Giuttari, A. M. R. Galletti, G. Sbrana, T. Armaroli and G. Busca. Appl. Catal., A 1999, 183, 295-302.[Crossref]
• [84] T. Armaroli, G. Busca, C. Carlini, M. Giuttari, A. M. R. Galletti and G. Sbrana. J. Mol. Catal. A: Chem. 2000, 151, 233-243.
• [85] F.-L. Yang, Q.-S. Liu, X.-F. Bai and Y.-G. Du. Bioresour. Technol. 2011, 102, 3424-3429.[Crossref]
• [86] Y. Zhang, J.-J. Wang, J.-W. Ren, X.-H. Liu, X.-C. Li, Y.-J. Xia, G.-Z. Lu and Y.-Q. Wang. Catal. Sci. Technol. 2012, 2, 2485-2491.[Crossref]
• [87] M. Marzo, P. Carniti and A. Gervasini. Chim. Oggi 2012, 30, 22-24.
• [88] P. Carniti, A. Gervasini and M. Marzo. Catal. Today 2010, 152, 42-47.[Crossref]
• [89] J.-L. Gao, S. Gao, C.-L. Liu, Z.-T. Liu and W.-S. Dong. Mater. Res. Bull. 2014, 59, 131-136.[Crossref]
• [90] D. Stošić, S. Bennici, V. Rakić and A. Auroux. Catal. Today 2012, 192, 160-168.[Crossref]
• [91] D. Stošić, S. Bennici, V. Pavlović, V. Rakić and A. Auroux. Mater. Chem. Phys. 2014, 146, 337-345.[Crossref]
• [92] F.-F. Wang, H.-Z. Wu, C.-L. Liu, R.-Z. Yang and W.-S. Dong. Carbohydr. Res. 2013, 368, 78-83.
• [93] Q.-B. Wu, Y.-N. Yan, Q. Zhang, J.-H. Lu, Z.-J. Yang, Y.-H. Zhang and Y. Tang. ChemSusChem 2013, 6, 820-825.[Crossref]
• [94] P. Carniti, A. Gervasini, S. Biella and A. Auroux. Catal. Today 2006, 118, 373-378.[Crossref]
• [95] P. Carniti, A. Gervasini and M. Marzo. Catal. Commun. 2011, 12, 1122-1126.[Crossref]
• [96] M. Marzo, A. Gervasini and P. Carniti. Catal. Today 2012, 192, 89-95.[Crossref]
• [97] C. Carlini, P. Patrono, A. M. R. Galletti and G. Sbrana. Appl. Catal., A 2004, 275, 111-118.
• [98] C. Carlini, P. Patrono, A. M. R. Galletti, G. Sbrana and V. Zima. Appl. Catal., A 2005, 289, 197-204.
• [99] A. Dutta, D. Gupta, A. K. Patra, B. Saha and A. Bhaumik. ChemSusChem 2014, 7, 925-933.[Crossref]
• [100] H. Ning, J.-L. Song, M.-Q. Hou, D.-Z. Yang, H.-L. Fan and B.-X. Han. Sci. China Chem. 2013, 56, 1578-1585.[Crossref]
• [101] C.-C. Tian, X. Zhu, S.-H. Chai, Z.-L. Wu, A. Binder, S. Brown, L. Li, H.-M. Luo, Y.-L. Guo and S. Dai. ChemSusChem 2014, 7, 1703-1709.[Crossref]
• [102] V. V. Ordomsky, J. C. Schouten, J. van der Schaaf and T. A. Nijhuis. ChemCatChem 2012, 4, 129-133.[Crossref]
• [103] F. Benvenuti, C. Carlini, P. Patrono, A. M. R. Galletti, G. Sbrana, M. A. Massucci and P. Galli. Appl. Catal., A 2000, 193, 147-153.[Crossref]
• [104] F. S. Asghari and H. Yoshida. Carbohydr. Res. 2006, 341, 2379-2387.
• [105] P. Bhaumik and P. L. Dhepe. RSC Adv. 2013, 3, 17156-17165.[Crossref]
• [106] M. Sebah, S. P. Maddala, P. Haycock, A. Sullivan, H. Toms and J. Wilson. J. Mol. Catal. A: Chem. 2013, 374-375, 59-65.
• [107] F.-L. Yang, Q.-S. Liu, M. Yue, X.-F. Bai and Y.-G. Du. Chem. Commun. 2011, 47, 4469-4471.[Crossref]
• [108] P. Khemthong, P. Daorattanachai, N. Laosiripojana and K. Faungnawakij. Catal. Commun., 2012, 29, 96-100.[Crossref]
• [109] P. Daorattanachai, P. Khemthong, N. Viriya-empikul, N. Laosiripojana and K. Faungnawakij. Carbohydr. Res. 2012, 363, 58-61.
• [110] S. Dutta, S. De, A. K. Patra, M. Sasidharan, A. Bhaumik and B. Saha. Appl. Catal., A 2011, 409-410, 133-139.
• [111] S. De, S. Dutta, A. K. Patra, A. Bhaumik and B. Saha. J. Mater. Chem. 2011, 21, 17505-17510.[Crossref]
• [112] C.-H. Kuo, A. S. Poyraz, L. Jin, Y.-T. Meng, L. Pahalagedara, S.-Y. Chen, D. A. Kriz, C. Guild, A. Gudz and S. L. Suib. Green Chem. 2014, 16, 785-791.[Crossref]
• [113] J. Zhang, S.-B. Wu and B. Li. Adv. Mater. Res. 2013, 666, 131-142.[Crossref]
• [114] C. V. McNeff, D. T. Nowlan, L. C. McNeff, B.-W. Yan and R. L. Fedie. Appl. Catal., A 2010, 384, 65-69.
• [115] J. B. Joo, A. Vu, Q. Zhang, M. Dahl, M.-F. Gu, F. Zaera and Y.-D. Yin. ChemSusChem 2013, 6, 2001-2008.[Crossref]
• [116] A. Osatiashtiani, A. F. Lee, D. R. Brown, J. A. Melero, G. Morales and K. Wilson. Catal. Sci. Technol. 2014, 4, 333-342.[Crossref]
• [117] X.-H. Qi, M. Watanabe, T. M. Aida and R. L. Smith Jr. Catal. Commun. 2009, 10, 1771-1775.
• [118] X.-H. Qi, M. Watanabe, T. M. Aida and R. L. Smith, Jr. Catal. Commun. 2008, 9, 2244-2249.
• [119] M. Watanabe, Y. Aizawa, T. Iida, R. Nishimura and H. Inomata. Appl. Catal., A 2005, 295, 150-156.
• [120] Y.-H. Wang, X.-L. Tong, Y.-T. Yan, S. Xue and Y.-Y. Zhang. Catal. Commun. 2014, 50, 38-43.
• [121] K. Yamaguchi, T. Sakurada, Y. Ogasawara and N. Mizuno. Chem. Lett. 2011, 40, 542-543.[Crossref]
• [122] R. Kourieh, V. Rakic, S. Bennici and A. Auroux. Catal. Commun. 2013, 30, 5-13.[Crossref]
• [123] T. S. Hansen, J. Mielby and A. Riisager. Green Chem. 2011, 13, 109-114.[Crossref]
• [124] E. A. Khokhlova, V. V. Kachala and V. P. Ananikov. ChemSusChem 2012, 5, 783-789.[Crossref]
• [125] K. Tsutsumi, N. Kurata, E. Takata, K. Furuichi, M. Nagano and K. Tabata. Appl. Catal., B 2014, 147, 1009-1014.[Crossref]
• [126] Q.-B. Liu, M. H. A. Janssen, F. van Rantwijk and R. A. Sheldon. Green Chem. 2005, 7, 39-42.[Crossref]
• [127] L.-K. Lai and Y.-G. Zhang. ChemSusChem 2010, 3, 1257-1259.[Crossref]
• [128] Q. Cao, X.-C. Guo, S.-X. Yao, J. Guan, X.-Y. Wang, X.-D. Mu and D.-K. Zhang. Carbohydr. Res. 2011, 346, 956-959.[Crossref]
• [129] X.-L. Tong, Y. Ma and Y.-D. Li. Carbohydr. Res. 2010, 345, 1698-1701.
• [130] J. Ryu, J.-W. Choi, D. J. Suh, D. J. Ahn and Y.-W. Suh. Catal. Commun. 2012, 24, 11-15.[Crossref]
• [131] X.-L. Tong and Y.-D. Li. ChemSusChem 2010, 3, 350-355.[Crossref]
• [132] D. A. Kotadia and S. S. Soni. Catal. Sci. Technol. 2013, 3, 469-474.[Crossref]
• [133] S. E. Sim, S. Kwon and S. Koo. Molecules 2012, 17, 12804-12811.[Crossref]
• [134] S. Lima, P. Neves, M. M. Antunes, M. Pillinger, N. Ignatyev and A. A. Valente. Appl. Catal., A 2009, 363, 93-99.
• [135] Q.-X. Bao, K. Qiao, D. Tomida and C. Yokoyama. Chem. Lett. 2010, 39, 728-729.[Crossref]
• [136] T. Okano, K. Qiao, Q. X. Bao, D. Tomida, H. Hagiwara and C. Yokoyama. Applied Catal. A: General 2013, 451, 1-5.
• [137] F.-R. Tao, H.-L. Song and L.-J. Chou. RSC Adv. 2011, 1, 672-676.[Crossref]
• [138] P.-Z. Huang, A.-J. Gu and J.-X. Wang. Res. Chem. Intermed. 2014, DOI: 10.1007/s11164-014-1633-6[Crossref]
• [139] Z. Hu, B. Liu, Z.-H. Zhang and L.-Q. Chen. Ind. Crop. Prod. 2013, 50, 264-269.[Crossref]
• [140] J.-C. Shi, Y. Yang, N.-N. Wang, Z.-X. Song, H.-Y. Gao, Y.-M. Xia, W. Li and H.-J. Wang. Catal. Commun. 2013, 42, 89-92.[Crossref]
• [141] J.-C. Shi, W.-T. Liu, N.-N. Wang, Y. Yang and H.-J. Wang. Catal. Lett.2014, 144, 252-260.[Crossref]
• [142] A. Chinnappan, A. H. Jadhav, H. Kim and W.-J. Chung. Chem. Eng. J. 2014, 237, 95-100.[Crossref]
• [143] J. Zimmermann, B. Ondruschka and A. Stark. Org. Process Res. Dev. 2010, 14, 1102-1109.[Crossref]
• [144] C.-Z. Li, Z.-B. K. Zhao, H.-L. Cai, A.-Q. Wang and T. Zhang. Biomass Bioenergy 2011, 35, 2013-2017.[Crossref]
• [145] Y.-N. Li, J.-Q. Wang, L.-N. He, Z.-Z. Yang, A.-H. Liu, B. Yu and C.-R. Luan. Green Chem. 2012, 14, 2752-2758.[Crossref]
• [146] C. Moreau, A. Finiels and L. Vanoye. J. Mol. Catal. A: Chem. 2006, 253, 165-169.[Crossref]
• [147] A. H. Jadhav, H. Kim and I. T. Hwang. Catal. Commun. 2012, 21, 96-103.[Crossref]
• [148] A. H. Jadhav, A. Chinnappan, R. H. Patil, S. V. Kostjuk and H. Kim. Chem. Eng. J. 2014, 243, 92-98.[Crossref]
• [149] Y.-S. Qu, Y -L. Song, C.-P. Huang, J. Zhang and B.-H. Chen. Adv. Mater. Res. 2011, 287-290, 1585-1590.
• [150] Y.-S. Qu, Y.-L. Song, C.-P. Huang, J. Zhang and B.-H. Chen. Ind. Eng. Chem. Res. 2012, 51, 13008-13013.[Crossref]
• [151] Q.-X. Bao, K. Qiao, D. Tomida and C. Yokoyama. Catal. Commun. 2008, 9, 1383-1388.[Crossref]
• [152] X.-L. Shi, M. Zhang, Y.-D. Li and W.-Q. Zhang. Green Chem. 2013, 15, 3438-3445.[Crossref]
• [153] M. N. Timofeeva. Appl. Catal., A 2003, 256, 19-35.
• [154] I. V. Kozhevnikov. Chem. Rev. 1998, 98, 171-198.[Crossref]
• [155] Y.-X. Qiao and Z.-S. Hou. Curr. Org. Chem. 2009, 13, 1347-1365.[Crossref]
• [156] Y.-P. Xiao and Y.-F. Song. Appl. Catal., A 2014, 484, 74-78.
• [157] H.-W. Zheng, Z. Sun, X.-H. Yi, S.-T. Wang, J.-X. Li, X.-H. Wang and Z.-J. Jiang. RSC Adv. 2013, 3, 23051-23056.[Crossref]
• [158] Q. Zhao, L. Wang, S. Zhao, X.-H. Wang and S.-T. Wang. Fuel 2011, 90, 2289-2293.[Crossref]
• [159] C.-Y. Fan, H.-Y. Guan, H. Zhang, J.-H. Wang, S.-T. Wang and X.-H. Wang. Biomass Bioenergy 2011, 35, 2659-2665.[Crossref]
• [160] A. H. Jadhav, H. Kim and I. T. Hwang. Bioresour. Technol. 2013, 132, 342-350.[Crossref]
• [161] Y.-S. Qu, C.-P. Huang, J. Zhang and B.-H. Chen. Bioresour. Technol. 2012, 106, 170-172.[Crossref]
• [162] J.-Z. Chen, G.-Y. Zhao and L.-M. Chen. RSC Adv. 2014, 4, 4194-4202.[Crossref]
• [163] H. Li, X.-D. He, Q.-Y. Zhang, F. Chang, W. Xue, Y.-P. Zhang and S. Yang. Energy Technol. 2013, 1, 151-156.[Crossref]
• [164] Y.-M. Zhang, V. Degirmenci, C. Li and E. J. M. Hensen. ChemSusChem 2011, 4, 59-64.[Crossref]
• [165] H. Li, Y.-X. Qiao, L. Hua, Z.-S. Hou, B. Feng, Z.-Y. Pan, Y. Hu, X.-R. Wang, X.-G. Zhao and Y.-Y. Yu. ChemCatChem 2010, 2, 1165-1170.[Crossref]
• [166] Y.-X. Qiao, Z.-S. Hou, H. Li, Y. Hu, B. Feng, X.-R. Wang, L. Hua and Q.-F. Huang. Green Chem. 2009, 11, 1955-1960.[Crossref]
• [167] K. B. Sidhpuria, A. L. Daniel-da-Silva, T. Trindade and J. A. P. Coutinho. Green Chem. 2011, 13, 340-349.[Crossref]
• [168] H. Li, Q.-Y. Zhang, X.-F. Liu, F. Chang, Y.-P. Zhang, W. Xue and S. Yang. Bioresour. Technol. 2013, 144, 21-27.[Crossref]
• [169] M. A. Harmer and Q. Sun. Appl. Catal., A 2001, 221, 45-62.[Crossref]
• [170] R. Pal, T. Sarkar and S. Khasnobis. ARKIVOC 2012, 570-609.
• [171] P. Barbaro and F. Liguori. Chem. Rev. 2009, 109, 515-529.[Crossref]
• [172] L. Rigal, A. Gaset and J.-P. Gorrichon. Ind. Eng. Chem. Prod. Res. Dev. 1981, 20, 719-721.[Crossref]
• [173] L. Rigal, J.-P. Gorrichon, A. Gaset and J.-C. Heughebaert. Biomass 1985, 7, 27-45.[Crossref]
• [174] L. Rigal and A. Gaset. Biomass 1985, 8, 267-276.[Crossref]
• [175] D. Mercadier, L. Rigal, A. Gaset and J.-P. Gorrichon. J. Chem. Tech. Biotechnol. 1981, 31, 489-496.[Crossref]
• [176] D. Mercadier, L. Rigal, A. Gaset and J.-P. Gorrichon. J. Chem. Tech. Biotechnol. 1981, 31, 497-502.[Crossref]
• [177] D. Mercadier, L. Rigal, A. Gaset and J.-P. Gorrichon. J. Chem. Tech. Biotechnol. 1981, 31, 503-508.[Crossref]
• [178] D. W. Brown, A. J. Floyd, R. G. Kinsman and Y. Roshan-Ali. J. Chem. Tech. Biotechnol. 1982, 32, 920-924.
• [179] Y. Román-Leshkov, J. N. Chheda and J. A. Dumesic. Science 2006, 312, 1933-1937.[Crossref]
• [180] V. V. Ordomsky, J. van der Schaaf, J. C. Schouten and T. A. Nijhuis. ChemSusChem 2012, 5, 1812-1819.[Crossref]
• [181] H. Zhu, Q. Cao, C.-H. Li and X.-D. Mu. Carbohydr. Res. 2011, 346, 2016-2018.
• [182] J. Jeong, C. A. Antonyraj, S. Shin, S. Kim, B. Kim, K.-Y. Lee and J. K. Cho. J. Ind. Eng. Chem. 2013, 19, 1106-1111.[Crossref]
• [183] G. Sampath and S. Kannan. Catal. Commun. 2013, 37, 41-44.[Crossref]
• [184] G. Morales, J. A. Melero, M. Paniagua, J. Iglesias, B. Hernández and M. Sanz. Chin. J. Catal. 2014, 35 (5), 644-655.
• [185] K.-I. Shimizu, R. Uozumi and A. Satsuma. Catal. Commun. 2009, 10, 1849-1853.[Crossref]
• [186] M. H. Tucker, R. Alamillo, A. J. Crisci, G. M. Gonzalez, S. L. Scott and J. A. Dumesic. ACS Sus. Chem. Eng. 2013, 1, 554-560.[Crossref]
• [187] J. M. R. Gallo, D. M. Alonso, M. A. Mellmer and J. A. Dumesic. Green Chem. 2013, 15, 85-90.[Crossref]
• [188] F. H. Richter, K. Pupovac, R. Palkovits and F. Schueth. ACS Catal. 2013, 3, 123-127.[Crossref]
• [189] Y. Nakamura and S. Morikawa. Bull. Chem. Soc. Jap. 1980, 53, 3705-3706.[Crossref]
• [190] C. Aellig and I. Hermans. ChemSusChem 2012, 5, 1737-1742.[Crossref]
• [191] X.-H. Qi, M. Watanabe, T. M. Aida and R. L. Smith Jr. Green Chem. 2008, 10, 799-805.[Crossref]
• [192] X.-H. Qi, M. Watanabe, T. M. Aida and R. L. Smith Jr. Ind. Eng. Chem. Res. 2008, 47, 9234-9239.[Crossref]
• [193] A. Takagaki, M. Ohara, S. Nishimura and K. Ebitani. Chem. Commun. 2009, 6276-6278.[Crossref]
• [194] M. Ohara, A. Takagaki, S. Nishimura and K. Ebitani. Appl. Catal., A 2010, 383, 149-155.
• [195] C. Lansalot-Matras and C. Moreau. Catal. Commun. 2003, 4, 517-520.[Crossref]
• [196] X.-H. Qi, M. Watanabe, T. M. Aida and R. L. Smith, Jr. ChemSusChem, 2009, 2, 944-946.[Crossref]
• [197] Y. Li, H. Liu, C.-H. Song, X.-M. Gu, H.-M. Li, W.-S. Zhu, S. Yin and C.-R. Han. Bioresour. Technol. 2013, 133, 347-353.[Crossref]
• [198] F. D’Anna, S. Marullo, P. Vitale, C. Rizzo, P. Lo Meo and R. Noto. Appl. Catal., A 2014, 482, 287-293.
• [199] E. A. Khokhlova, V. V. Kachala and V. P. Ananikov. Russ. Chem. Bull. 2013, 62, 830-835.[Crossref]
• [200] V. Heguaburu, J. Franco, L. Reina, C. Tabarez, G. Moyna and P. Moyna. Catal. Commun. 2012, 27, 88-91.[Crossref]
• [201] M. Benoit, Y. Brissonnet, E. Guélou, K. De Oliveira Vigier, J. Barrault and F. Jérôme. ChemSusChem 2010, 3, 1304-1309.[Crossref]
• [202] X.-H. Qi, M. Watanabe, T. M. Aida and R. L. Smith Jr. Green Chem. 2009, 11, 1327-1331.[Crossref]
• [203] S. P. Simeonov, J. A. S. Coelho and C. A. M. Afonso. ChemSusChem, 2012, 5, 1388-1391.[Crossref]
• [204] S. P. Simeonov and C. A. M. Afonso. J. Chem. Edu. 2013, 90, 1373-1375.[Crossref]
• [205] X.-H. Qi, M. Watanabe, T. M. Aida and R. L. Smith, Jr. Green Chem. 2010, 12, 1855-1860.[Crossref]
• [206] C. Moreau, R. Durand, C. Pourcheron and S. Razigade. Ind. Crop. Prod. 1994, 3, 85-90.[Crossref]
• [207] P. Rivalier, J. Duhamet, C. Moreau and R. Durand. Catal. Today 1995, 24, 165-171.[Crossref]
• [208] C. Moreau, R. Durand, S. Razigade, J. Duhamet, P. Faugeras, P. Rivalier, P. Ros and G. Avignon. Appl. Catal., A 1996, 145, 211-224.[Crossref]
• [209] V. V. Ordomsky, J. van der Schaaf, J. C. Schouten and T. A. Nijhuis. J. Catal. 2012, 287, 68-75.
• [210] J. S. Kruger, V. Choudhary, V. Nikolakis and D. G. Vlachos. ACS Catal. 2013, 3, 1279-1291.[Crossref]
• [211] Y. Shi, X. Li, J.-K. Hu, J.-H. Lu, Y.-C. Ma, Y.-H. Zhang and Y. Tang. J. Mater. Chem. 2011, 21, 16223-16230.[Crossref]
• [212] N. Lucas, N. R. Kanna, A. S. Nagpure, G. Kokate and S. Chilukuri. J. Chem. Sci. 2014, 126 (2), 403-413.[Crossref]
• [213] V. Rac, V. Rakić, D. Stošić, O. Otman and A. Auroux. Micro. Meso. Mater. 2014, 194, 126-134.[Crossref]
• [214] J.-J. Wang, J.-W. Ren, X.-H. Liu, J.-X. Xi, Q.-N. Xia, Y.-H. Zu, G.-Z. Lu and Y.-Q. Wang. Green Chem. 2012, 14, 2506-2512.[Crossref]
• [215] Z.-F. Fang, B. Liu, J.-J. Luo, Y.-S. Ren and Z.-H. Zhang. Biomass Bioenergy 2014, 60, 171-177.[Crossref]
• [216] B. Liu, Z.-Z. Gou, A.-Q. Liu and Z.-H. Zhang. J. Ind. Eng. Chem. 2015, 21, 338-339.
• [217] P. Dornath and W. Fan. Micro. Meso. Mater. 2014, 191, 10-17.
• [218] J. S. Kruger, V. Nikolakis and D. G. Vlachos. Appl. Catal., A 2014, 469, 116-123.
• [219] J.-J. Wang, W.-J. Xu, J.-W. Ren, X.-H. Liu, G.-Z. Lu and Y.-Q. Wang. Green Chem. 2011, 13, 2678-2681.[Crossref]
• [220] L. Hu, G. Zhao, X. Tang, Z. Wu, J.-X. Xu, L. Lin and S.-J. Liu. Bioresource Technol. 2013, 148, 501-507.[Crossref]
• [221] B. Liu, Z.-H. Zhang and K.-C. Huang. Cellulose 2013, 20, 2081-2089.[Crossref]
• [222] F. Guo, Z. Fang and T.-J. Zhou. Bioresour. Technol. 2012, 112, 313-318.[Crossref]
• [223] M. G. Mazzotta, D. Gupta, B. Saha, A. K. Patra, A. Bhaumik and M. M. Abu-Omar. ChemSusChem 2014, 7, 2342-2350.[Crossref]
• [224] A. Villa, M. Schiavoni, P. F. Fulvio, S. M. Mahurin, S. Dai, R. T. Mayes, G. M. Veith and L. Prati. J. Energy Chem. 2013, 22, 305-311.[Crossref]
• [225] L. Wang, H. Wang, F.-J. Liu, A.-M. Zheng, J. Zhang, Q. Sun, J. P. Lewis, L.-F. Zhu, X.-J. Meng and F.-S. Xiao. ChemSusChem 2014, 7, 402-406.[Crossref]
• [226] H.-B. Xie, Z. K. Zhao and Q. Wang. ChemSusChem 2012, 5, 901-905.[Crossref]
• [227] L. Wang, J. Zhang, L.-F. Zhu, X.-J. Meng and F.-S. Xiao. J. Energy Chem. 2013, 22, 241-244.[Crossref]
• [228] R.-L. Liu, J.-Z. Chen, X. Huang, L.-M. Chen, L.-L. Ma and X.-J. Li. Green Chem. 2013, 15, 2895-2903.[Crossref]
• [229] C.-C. Tian, Y. Oyola, K. M. Nelson, S.-H. Chai, X. Zhu, J. C. Bauer, C. J. Janke, S. Brown, Y.-L. Guo and S. Dai. RSC Adv. 2013, 3, 21242-21246.[Crossref]
• [230] V. V. Ordomsky, J. C. Schouten, J. van der Schaaf and T. A. Nijhuis. Chem. Eng. J. 2012, 207–208, 218-225.
• [231] Z. Zhang, B. Du, L.-J. Zhang, Y.-X. Da, Z.-J. Quan, L.-J. Yang and X.-C. Wang. RSC Adv. 2013, 3, 9201-9205.[Crossref]
• [232] P. A. Russo, M. M. Antunes, P. Neves, P. V. Wiper, E. Fazio, F. Neri, F. Barreca, L. Mafra, M. Pillinger, N. Pinna and A. A. Valente. J. Mater. Chem. A 2014, 2, 11813-11824.[Crossref]
• [233] H.-L. Wang, Q.-Q. Kong, Y.-X. Wang, T.-S. Deng, C.-M. Chen, X.-L. Hou and Y.-L. Zhu. ChemCatChem 2014, 6, 728-732.[Crossref]
• [234] G.-X. Nie, X.-L. Tong, Y.-Y. Zhang and S. Xue. Catal. Lett. 2014, 144, 1759-1765.[Crossref]
• [235] R.-Y. Zheng, N. Liu, W.-Y. Liu, J.-X. Ma and B. Li. Adv. Mater. Res. 2013, 724-725, 226-230.
• [236] A. J. Crisci, M. H. Tucker, J. A. Dumesic and S. L. Scott. Top. Catal. 2010, 53, 1185-1192.[Crossref]
• [237] A. J. Crisci, M. H. Tucker, M.-Y. Lee, S. G. Jang, J. A. Dumesic and S. L. Scott. ACS Catal. 2011, 1, 719-728.[Crossref]
• [238] M. H. Tucker, A. J. Crisci, B. N. Wigington, N. Phadke, R. Alamillo, J.-P. Zhang, S. L. Scott and J. A. Dumesic. ACS Catal. 2012, 2, 1865-1876.[Crossref]
• [239] R. Alamillo, A. J. Crisci, J. M. R. Gallo, S. L. Scott and J. A. Dumesic, Angew. Chem., Int. Ed. 2013, 52, 10349-10351.[Crossref]
• [240] W. N. P. van der Graaff, K. G. Olvera, E. A. Pidko and E. J. M. Hensen. J. Mol. Catal. A: Chem. 2014, 388-389, 81-89.
• [241] X.-C. Guo, Q. Cao, Y.-J. Jiang, J. Guan, X.-Y. Wang and X.-D. Mu. Carbohydr. Res. 2012, 351, 35-41.
• [242] B. Karimi and H. M. Mirzaei. RSC Adv. 2013, 3, 20655-20661.[Crossref]
• [243] C. Bispo, K. De Oliveira Vigier, M. Sardo, N. Bion, L. Mafra, P. Ferreira and F. Jérôme. Catal. Sci. Technol. 2014, 4, 2235-2240.[Crossref]
• [244] P. A. Russo, M. M. Antunes, P. Neves, P. V. Wiper, E. Fazio, F. Neri, F. Barreca, L. Mafra, M. Pillinger, N. Pinna and A. A. Valente. Green Chem. 2014, 16, 4292-4305.[Crossref]
• [245] C.-C. Tian, C.-H. Bao, A. Binder, Z.-Q. Zhu, B. Hu, Y.-L. Guo, B. Zhao and S. Dai. Chem.Commun. 2013, 49, 8668-8670.[Crossref]
• [246] Z. Huang, W.-Y. Pan, H.-B. Zhou, F. Qin, H.-L. Xu and W. Shen. ChemSusChem 2013, 6, 1063-1069.[Crossref]
• [247] M. L. Ribeiro and U. Schuchardt. Catal. Commun. 2003, 4, 83-86.[Crossref]
• [248] N. Lucas, G. Kokate, A. Nagpure and S. Chilukuri. Micro. Meso. Mater. 2013, 181, 38-46.
• [249] A. Ranoux, K. Djanashvili, I. W. C. E. Arends and U. Hanefeld. RSC Adv. 2013, 3, 21524-21534.[Crossref]
• [250] M. Walia, U. Sharma, V. K. Agnihotri and B. Singh. RSC Adv. 2014, 4, 14414-14418.[Crossref]
• [251] W.-H. Peng, Y.-Y. Lee, C. Wu and K. C.-W. Wu. J. Mater. Chem. 2012, 22, 23181-23185.[Crossref]
• [252] Y.-Y. Lee and K. C.-W. Wu. Phys. Chem. Chem. Phys. 2012, 14, 13914-13917.[Crossref]
• [253] Z.-Z. Yang, J. Deng, T. Pan, Q.-X. Guo and Y. Fu. Green Chem. 2012, 14, 2986-2989.[Crossref]
• [254] X.-C. Zhang, M. Wang, Y.-H. Wang, C.-F. Zhang, Z. Zhang, F. Wang and J. Xu. Chin. J. Catal. 2014, 35, 703-708.
• [255] C.-W. Jiang, A.-X. Su and X.-M. Li. Adv. Mater. Res. 2012, 396-398, 1190-1193.

Identifiers

DOI

10.1515/recat-2015-0006