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Recent Advances in the Catalytic Synthesis of 2,5-Furandicarboxylic Acid and Its Derivatives
Abstract
Catalytic synthesis of value-added chemicals from renewable biomass or biomass-derived platform chemicals is an important way to reduce current dependence on fossil-fuel resources. In recent years, 2,5-furandicarboxylic acid (FDCA) has received significant attention due to its wide application in many fields, particularly as a substitute of petrochemical-derived terephthalic acid in the synthesis of useful polymers. Therefore, much effort has been devoted to the catalytic synthesis of FDCA. In this critical review, we will provide an overview of concise and up-to-date methods for the synthesis of FDCA from HMF oxidation or directly from carbohydrates by one-pot reaction, giving special attention to catalytic systems, mechanistic insight, reaction pathway, and catalyst stability. In addition, the one-pot oxidative conversion of carbohydrates into FDCA and the one-pot synthesis of FDCA derivatives are also discussed. It is anticipated that the chemistry detailed in this review will guide researchers to develop effective catalysts for the economical and environmentally friendly synthesis of FDCA in large-scale.
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Citations
Cites
Chemical Routes for the Transformation of Biomass into Chemicals
Corma, A., Iborra, S., & Velty, A. (2007) · Chemical Reviews · doi:10.1021/cr050989d · Cited by 5,970
Novel Gold Catalysts for the Oxidation of Carbon Monoxide at a Temperature far Below 0 °C
Haruta, M., Kobayashi, T., Sano, H., & Yamada, N. (1987) · Chemistry Letters · doi:10.1246/cl.1987.405 · Cited by 3,162
Conversion of biomass to selected chemical products
Gallezot, P. (2012) · Chem. Soc. Rev. · doi:10.1039/c1cs15147a · Cited by 2,552
Reactivity of the Gold/Water Interface During Selective Oxidation Catalysis
Zope, B. N., Hibbitts, D. D., Neurock, M., & Davis, R. J. (2010) · Science · doi:10.1126/science.1195055 · Cited by 1,088
HUTCHINGS, G. (1985) · Journal of Catalysis · doi:10.1016/0021-9517(85)90383-5 · Cited by 923
Combined biomass valorization and hydrogen production in a photoelectrochemical cell
Cha, H. G., & Choi, K.-S. (2015) · Nature Chemistry · doi:10.1038/nchem.2194 · Cited by 835
Zakrzewska, M. E., Bogel-Łukasik, E., & Bogel-Łukasik, R. (2011) · Chemical Reviews · doi:10.1021/cr100171a · Cited by 800
Replacing fossil based PET with biobased PEF; process analysis, energy and GHG balance
Eerhart, A. J. J. E., Faaij, A. P. C., & Patel, M. K. (2012) · Energy & Environmental Science · doi:10.1039/c2ee02480b · Cited by 666
Werpy, T. A., Holladay, J. E., & White, J. F. (2004) · doi:10.2172/926125 · Cited by 539
Casanova, O., Iborra, S., & Corma, A. (2009) · ChemSusChem · doi:10.1002/cssc.200900137 · Cited by 524
Rasul, S., Anjum, D. H., Jedidi, A., Minenkov, Y., Cavallo, L., & Takanabe, K. (2015) · Angewandte Chemie International Edition · doi:10.1002/anie.201410233 · Cited by 510
Gandini, A., Silvestre, A. J. D., Neto, C. P., Sousa, A. F., & Gomes, M. (2009) · Journal of Polymer Science Part A: Polymer Chemistry · doi:10.1002/pola.23130 · Cited by 494
Ma, R., Xu, Y., & Zhang, X. (2015) · ChemSusChem · doi:10.1002/cssc.201402503 · Cited by 475
Gupta, N. K., Nishimura, S., Takagaki, A., & Ebitani, K. (2011) · Green Chemistry · doi:10.1039/c0gc00911c · Cited by 437
Oxidation of 5-hydroxymethylfurfural over supported Pt, Pd and Au catalysts
Davis, S. E., Houk, L. R., Tamargo, E. C., Datye, A. K., & Davis, R. J. (2011) · Catalysis Today · doi:10.1016/j.cattod.2010.06.004 · Cited by 433
Davis, S. E., Zope, B. N., & Davis, R. J. (2012) · Green Chem. · doi:10.1039/c1gc16074e · Cited by 430
Wan, X., Zhou, C., Chen, J., Deng, W., Zhang, Q., Yang, Y., & Wang, Y. (2014) · ACS Catalysis · doi:10.1021/cs5003096 · Cited by 423
Partenheimer, W., & Grushin, V. V. (2001) · Advanced Synthesis & Catalysis · doi:10.1002/1615-4169(20010129)343:1<102::aid-adsc102>3.0.co;2-q · Cited by 347
Gold‐Catalyzed Aerobic Oxidation of 5‐Hydroxymethylfurfural in Water at Ambient Temperature
Gorbanev, Y. Y., Klitgaard, S. K., Woodley, J. M., Christensen, C. H., & Riisager, A. (2009) · ChemSusChem · doi:10.1002/cssc.200900059 · Cited by 338
Vuyyuru, K. R., & Strasser, P. (2012) · Catalysis Today · doi:10.1016/j.cattod.2012.05.008 · Cited by 337
Chadderdon, D. J., Xin, L., Qi, J., Qiu, Y., Krishna, P., More, K. L., & Li, W. (2014) · Green Chem. · doi:10.1039/c4gc00401a · Cited by 333
Connecting Biomass and Petroleum Processing with a Chemical Bridge
Bozell, J. J. (2010) · Science · doi:10.1126/science.1191662 · Cited by 317
Taarning, E., Nielsen, I. S., Egeblad, K., Madsen, R., & Christensen, C. H. (2008) · ChemSusChem · doi:10.1002/cssc.200700033 · Cited by 316
Recent Developments in the Field of Catalytic Dehydration of Glycerol to Acrolein
Katryniok, B., Paul, S., & Dumeignil, F. (2013) · ACS Catalysis · doi:10.1021/cs400354p · Cited by 309
Enzyme‐Catalyzed Oxidation of 5‐Hydroxymethylfurfural to Furan‐2,5‐dicarboxylic Acid
Dijkman, W. P., Groothuis, D. E., & Fraaije, M. W. (2014) · Angewandte Chemie International Edition · doi:10.1002/anie.201402904 · Cited by 302
Carbon Dioxide in Biomass Processing: Contributions to the Green Biorefinery Concept
Morais, A. R. C., da Costa Lopes, A. M., & Bogel-Łukasik, R. (2015) · Chemical Reviews · doi:10.1021/cr500330z · Cited by 296
Gandini, A. (2010) · Polym. Chem. · doi:10.1039/b9py00233b · Cited by 295
Selective oxidation of 5-hydroxymethyl-2-furfural using supported gold–copper nanoparticles
Pasini, T., Piccinini, M., Blosi, M., Bonelli, R., Albonetti, S., Dimitratos, N., Lopez-Sanchez, J. A., Sankar, M., He, Q., Kiely, C. J., et al. (2011) · Green Chemistry · doi:10.1039/c1gc15355b · Cited by 284
Catalytic routes towards acrylic acid, adipic acid and ε-caprolactam starting from biorenewables
Beerthuis, R., Rothenberg, G., & Shiju, N. R. (2015) · Green Chemistry · doi:10.1039/c4gc02076f · Cited by 275
Zhang, Z., Zhen, J., Liu, B., Lv, K., & Deng, K. (2015) · Green Chemistry · doi:10.1039/c4gc01833h · Cited by 261
Self-citationCasanova, O., Iborra, S., & Corma, A. (2009) · Journal of Catalysis · doi:10.1016/j.jcat.2009.04.019 · Cited by 255
Ait Rass, H., Essayem, N., & Besson, M. (2013) · Green Chemistry · doi:10.1039/c3gc40727f · Cited by 254
Wang, S., Zhang, Z., & Liu, B. (2015) · ACS Sustainable Chemistry & Engineering · doi:10.1021/sc500702q · Cited by 252
Self-citationKoopman, F., Wierckx, N., de Winde, J. H., & Ruijssenaars, H. J. (2010) · Bioresource Technology · doi:10.1016/j.biortech.2010.03.050 · Cited by 250
Ait Rass, H., Essayem, N., & Besson, M. (2015) · ChemSusChem · doi:10.1002/cssc.201403390 · Cited by 247
Siankevich, S., Savoglidis, G., Fei, Z., Laurenczy, G., Alexander, D. T. L., Yan, N., & Dyson, P. J. (2014) · Journal of Catalysis · doi:10.1016/j.jcat.2014.04.011 · Cited by 246
Villa, A., Schiavoni, M., Campisi, S., Veith, G. M., & Prati, L. (2013) · ChemSusChem · doi:10.1002/cssc.201200778 · Cited by 242
Cai, J., Ma, H., Zhang, J., Song, Q., Du, Z., Huang, Y., & Xu, J. (2013) · Chemistry – A European Journal · doi:10.1002/chem.201301735 · Cited by 228
Nie, J., Xie, J., & Liu, H. (2013) · Journal of Catalysis · doi:10.1016/j.jcat.2013.01.007 · Cited by 226
Sophisticated Construction of Au Islands on Pt–Ni: An Ideal Trimetallic Nanoframe Catalyst
Wu, Y., Wang, D., Zhou, G., Yu, R., Chen, C., & Li, Y. (2014) · Journal of the American Chemical Society · doi:10.1021/ja5058532 · Cited by 218
Albonetti, S., Lolli, A., Morandi, V., Migliori, A., Lucarelli, C., & Cavani, F. (2015) · Applied Catalysis B: Environmental · doi:10.1016/j.apcatb.2014.08.026 · Cited by 217
Saha, B., Gupta, D., Abu-Omar, M. M., Modak, A., & Bhaumik, A. (2013) · Journal of Catalysis · doi:10.1016/j.jcat.2012.12.024 · Cited by 207
Biocatalysis: applications and potentials for the chemical industry
Thomas, S. M., DiCosimo, R., & Nagarajan, V. (2002) · Trends in Biotechnology · doi:10.1016/s0167-7799(02)01935-2 · Cited by 204
Liguori, F., Moreno-Marrodan, C., & Barbaro, P. (2015) · ACS Catalysis · doi:10.1021/cs501922e · Cited by 204
Artz, J., Mallmann, S., & Palkovits, R. (2015) · ChemSusChem · doi:10.1002/cssc.201403078 · Cited by 201
Liu, B., Ren, Y., & Zhang, Z. (2015) · Green Chemistry · doi:10.1039/c4gc02019g · Cited by 200
Self-citationSophisticated Construction of Au Islands on Pt–Ni: An Ideal Trimetallic Nanoframe Catalyst
Wu, Y. (2016) · Springer Theses · doi:10.1007/978-3-662-49847-7_5 · Cited by 186
Kröger, M., Prüße, U., & Vorlop, K.-D. (2000) · Topics in Catalysis · doi:10.1023/a:1009017929727 · Cited by 182
The electrochemical oxidation of 5-hydroxymethylfurfural with the nickel oxide/hydroxide electrode
Grabowski, G., Lewkowski, J., & Skowroński, R. (1991) · Electrochimica Acta · doi:10.1016/0013-4686(91)85084-k · Cited by 182
Production of Oxidized Derivatives of 5-Hydroxymethylfurfural (HMF)
Lilga, M. A., Hallen, R. T., & Gray, M. (2010) · Topics in Catalysis · doi:10.1007/s11244-010-9579-4 · Cited by 180
Jacquel, N., Saint-Loup, R., Pascault, J.-P., Rousseau, A., & Fenouillot, F. (2015) · Polymer · doi:10.1016/j.polymer.2014.12.021 · Cited by 176
Hanson, S. K., & Baker, R. T. (2015) · Accounts of Chemical Research · doi:10.1021/acs.accounts.5b00104 · Cited by 173
Oxydation catalytique du HMF en acide 2,5-furane dicarboxylique
Verdeguer, P., Merat, N., & Gaset, A. (1993) · Journal of Molecular Catalysis · doi:10.1016/0304-5102(93)80059-4 · Cited by 168
Hansen, T. S., Sádaba, I., García-Suárez, E. J., & Riisager, A. (2013) · Applied Catalysis A: General · doi:10.1016/j.apcata.2013.01.042 · Cited by 163
Aerobic oxidation of 5-hydroxylmethylfurfural with homogeneous and nanoparticulate catalysts
Saha, B., Dutta, S., & Abu-Omar, M. M. (2012) · Catal. Sci. Technol. · doi:10.1039/c1cy00321f · Cited by 161
Zhang, Z., Liu, B., Lv, K., Sun, J., & Deng, K. (2014) · Green Chemistry · doi:10.1039/c4gc00062e · Cited by 156
Self-citationSiyo, B., Schneider, M. F., Radnik, J., Pohl, M., Langer, P., & Steinfeldt, N. (2014) · Applied Catalysis A General · doi:10.1016/j.apcata.2014.03.020 · Cited by 151
Ribeiro, M. L., & Schuchardt, U. (2003) · Catalysis Communications · doi:10.1016/s1566-7367(02)00261-3 · Cited by 147
Albonetti, S., Pasini, T., Lolli, A., Blosi, M., Piccinini, M., Dimitratos, N., López-Sánchez, J. A., Morgan, D. J., Carley, A. F., Hutchings, G. J., et al. (2012) · Catalysis Today · doi:10.1016/j.cattod.2012.05.039 · Cited by 147
Lan, J., Lin, J., Chen, Z., & Yin, G. (2015) · ACS Catalysis · doi:10.1021/cs501776n · Cited by 147
Mei, N., Liu, B., Zheng, J., Lv, K., Tang, D., & Zhang, Z. (2015) · Catalysis Science & Technology · doi:10.1039/c4cy01407c · Cited by 144
Self-citationZhang, J., Li, J., Tang, Y., Lin, L., & Long, M. (2015) · Carbohydrate Polymers · doi:10.1016/j.carbpol.2015.05.028 · Cited by 141
Lipase‐Mediated Selective Oxidation of Furfural and 5‐Hydroxymethylfurfural
Krystof, M., Pérez‐Sánchez, M., & de María, P. D. (2013) · ChemSusChem · doi:10.1002/cssc.201200954 · Cited by 131
Gorbanev, Y. Y., Kegnæs, S., & Riisager, A. (2011) · Topics in Catalysis · doi:10.1007/s11244-011-9754-2 · Cited by 130
Programmed Photodegradation of Polymeric/Oligomeric Materials Derived from Renewable Bioresources
Rajendran, S., Raghunathan, R., Hevus, I., Krishnan, R., Ugrinov, A., Sibi, M. P., Webster, D. C., & Sivaguru, J. (2014) · Angewandte Chemie International Edition · doi:10.1002/anie.201408492 · Cited by 126
Gao, L., Deng, K., Zheng, J., Liu, B., & Zhang, Z. (2015) · Chemical Engineering Journal · doi:10.1016/j.cej.2015.02.068 · Cited by 122
Self-citationAerobic Oxidation of Hydroxymethylfurfural and Furfural by Using Heterogeneous CoxOy–N@C Catalysts
Deng, J. G., Song, H., Cui, M., Du, Y., & Fu, Y. (2014) · ChemSusChem · doi:10.1002/cssc.201402843 · Cited by 122
Davis, S. E., Benavidez, A. D., Gosselink, R. W., Bitter, J. H., de Jong, K. P., Datye, A. K., & Davis, R. J. (2013) · Journal of Molecular Catalysis A Chemical · doi:10.1016/j.molcata.2013.09.013 · Cited by 121
Yi, G., Teong, S. P., Li, X., & Zhang, Y. (2014) · ChemSusChem · doi:10.1002/cssc.201402105 · Cited by 121
Structure-Based Enzyme Tailoring of 5-Hydroxymethylfurfural Oxidase
Dijkman, W. P., Binda, C., Fraaije, M. W., & Mattevi, A. (2015) · ACS Catalysis · doi:10.1021/acscatal.5b00031 · Cited by 121
Nanoporous Gold as a Platform for a Building Block Catalyst
Wittstock, A., Wichmann, A., & Bäumer, M. (2012) · ACS Catalysis · doi:10.1021/cs300231u · Cited by 117
Zope, B. N., Davis, S. E., & Davis, R. J. (2012) · Topics in Catalysis · doi:10.1007/s11244-012-9777-3 · Cited by 109
Gorbanev, Y. Y., Kegnæs, S., & Riisager, A. (2011) · Catalysis Letters · doi:10.1007/s10562-011-0707-y · Cited by 107
Miao, Z., Zhang, Y., Pan, X., Wu, T., Zhang, B., Li, J., Yi, T., Zhang, Z., & Yang, X. (2014) · Catalysis Science & Technology · doi:10.1039/c4cy01060d · Cited by 104
Self-citationSahu, R., & Dhepe, P. L. (2014) · Reaction Kinetics Mechanisms and Catalysis · doi:10.1007/s11144-014-0689-z · Cited by 99
Platinum Catalyzed Oxidation of 5-Hydroxymethylfurfural
Vinke, P., Dam, H. E. V., & van Bekkum, H. (1990) · Studies in surface science and catalysis · doi:10.1016/s0167-2991(08)60144-5 · Cited by 96
Jain, A., Jonnalagadda, S. C., Ramanujachary, K. V., & Mugweru, A. M. (2014) · Catalysis Communications · doi:10.1016/j.catcom.2014.09.017 · Cited by 88
Nagarkar, S. S., Chaudhari, A. K., & Ghosh, S. K. (2012) · Crystal Growth & Design · doi:10.1021/cg201630c · Cited by 86
Miao, Z., Wu, T., Li, J., Yi, T., Zhang, Y., & Yang, X. (2015) · RSC Advances · doi:10.1039/c4ra16968a · Cited by 85
Siyo, B., Schneider, M. F., Pohl, M., Langer, P., & Steinfeldt, N. (2014) · Catalysis Letters · doi:10.1007/s10562-013-1186-0 · Cited by 77
Wang, S., Zhang, Z., Liu, B., & Li, J. (2014) · Industrial & Engineering Chemistry Research · doi:10.1021/ie500156d · Cited by 77
Self-citationThe Direct Conversion of Sugars into 2,5‐Furandicarboxylic Acid in a Triphasic System
Yi, G., Teong, S. P., & Zhang, Y. (2015) · ChemSusChem · doi:10.1002/cssc.201500118 · Cited by 75
Heterogeneous Catalysis for the Conversion of Sugars into Polymers
Davis, M. E. (2015) · Topics in Catalysis · doi:10.1007/s11244-015-0386-9 · Cited by 71
Vinke, P., van der Poel, W., & van Bekkum, H. (1991) · Studies in surface science and catalysis · doi:10.1016/s0167-2991(08)61145-3 · Cited by 59
Ståhlberg, T., Eyjólfsdóttir, E. I., Gorbanev, Y. Y., Sádaba, I., & Riisager, A. (2012) · Catalysis Letters · doi:10.1007/s10562-012-0858-5 · Cited by 57
Biogenic metal–organic frameworks: 2,5-Furandicarboxylic acid as versatile building block
Rose, M., Weber, D. J., Lotsch, B. V., Kremer, R. K., Goddard, R., & Palkovits, R. (2013) · Microporous and Mesoporous Materials · doi:10.1016/j.micromeso.2013.06.039 · Cited by 57
Poly‐benzylic Ammonium Chloride Resins as Solid Catalysts for Fructose Dehydration
Teong, S. P., Yi, G., Cao, X., & Zhang, Y. (2014) · ChemSusChem · doi:10.1002/cssc.201402131 · Cited by 52
Wilsens, C. H. R. M., Wullems, N. J. M., Gubbels, E., Yao, Y., Rastogi, S., & Noordover, B. A. J. (2015) · Polymer Chemistry · doi:10.1039/c4py01609b · Cited by 50
Niu, W., Wang, D., Yang, G., Sun, J. Q., Wu, M., Yoneyama, Y., & Tsubaki, N. (2014) · Bulletin of the Chemical Society of Japan · doi:10.1246/bcsj.20140096 · Cited by 46
Catalytic oxidation of cellobiose over TiO 2 supported gold-based bimetallic nanoparticles
Amaniampong, P. N., Jia, X., Wang, B., Mushrif, S. H., Borgna, A., & Yang, Y. (2015) · Catalysis Science & Technology · doi:10.1039/c4cy01566e · Cited by 44
Haworth, W. N., Jones, W. G. M., & Wiggins, L. F. (1945) · Journal of the Chemical Society (Resumed) · doi:10.1039/jr9450000001 · Cited by 44
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Metadata
- Authors
- Zhang, Z., & Deng, K.
- Venue
- ACS Catalysis
- Publisher
- American Chemical Society (ACS)
- Published
- 2015-10-05
- Volume
- 5
- Issue
- 11
- Pages
- 6529-6544
- ISSN
- 2155-5435 (ISSN-L)
- OpenAlex
- W2342348238
- Cited by
- 641
- References
- 91
- FWCI
- 24.06
- Type
- journal article
- Language
- en
- Open access
- closed
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