Skip to content
1887
Volume 70, Issue 3
  • ISSN: 2056-5135
  • oa Palladium on Zirconia-Titania Catalyst for Reductive Amination of Furfural

    Exploring solvent and -substrate effects

  • Authors: Alex A. Fernández-Andrade1, Daviel Gómez2, Konstanza Ortiz-Araya3, Cristian H. Campos4 and Luis E. Arteaga-Pérez5,*
  • 1 Laboratory of Thermal and Catalytic Processes (LPTC-UBB), Department of Process Engineering and Bioproducts, Engineering Faculty, University of Bío-Bío, Concepción 4030000, Chile 2 Institute of Chemical Technology, Valencia Polytechnic University-Spanish National Research Council (UPV-CSIC), Avenida de los Naranjos s/n, Valencia 46022, Spain 3 Laboratory of Gas Cromatography and Analytical Pyrolysis (LCGPA-UBB), Department of Process Engineering and Bioproducts, Engineering Faculty, University of Bío-Bío, Concepción 4030000, Chile 4 Andrés Bello University Concepción Campus, Faculty of Exact Sciences, Department of Chemical Sciences, Concepción-Talcahuano Highway 7100, Talcahuano, Chile 5 Department of Chemical Engineering, Faculty of Engineering, University of Concepción, Concepción, 4030000, Chile
    *[email protected]
  • Source: Johnson Matthey Technology Review, Volume 70, Issue 3, Jul 2026, e70302
  • DOI: https://doi.org/10.1595/205651326X17550851489133
    • Received: 23 May 2025
    • Accepted: 13 Aug 2025

Abstract

The valorisation of furfural through reductive amination is a sustainable alternative for producing secondary aromatic amines; however, this process holds relevant scientific challenges associated to reaction conditions, catalytic materials as well as on the understanding of reaction mechanisms. This study systematically investigates the effect of the solvent and -substrates nature on the reductive amination of furfural using a bifunctional palladium on zirconia-titania catalyst. The catalyst presented an anatase titania phase, high palladium dispersion (22%) and a predominance of weak Lewis’s acid sites. The solvent screening demonstrated that methanol provided a balance of hydrogen-bonding ability and dielectric constant, which favour hydrogen dissociation at metal sites and imine adsorption at acid sites, thus favouring -furfurylaniline selectivity. Among the tested substrates the 3-fluoroaniline resulted in the highest yield and selectivity to secondary amine -furfurylaniline (Y = 76%; S = 82%), due to increased electrophilicity of the C=N group, while substituents generated hysteric hindrance, limiting -furfurylaniline formation. These findings could contribute to the rational design of catalysts and the selection of more suitable reaction systems for the reductive amination of furfural.

This is an Open Access article distributed in accordance with the Creative Commons Attribution (CC BY 4.0) license. You are free to: share: copy and redistribute the material in any medium or format; adapt: remix, transform, and build upon the material for any purpose, even commercially. Under the following terms: attribution: you must give appropriate credit, provide a link to the license, and indicate if changes were made. See: https://creativecommons.org/licenses/by/4.0/
Loading

Article metrics loading...

/content/journals/10.1595/205651326X17550851489133
2026-07-01
2026-04-28

Metrics

Loading full text...

Full text loading...

/deliver/fulltext/jmtr/70/3/Arteaga_13a_Imp.html?itemId=/content/journals/10.1595/205651326X17550851489133&mimeType=html&fmt=ahah

References

  1. K. Saini, S. Kumar, H. Li, S. A. Babu, S. Saravanamurugan, ChemSusChem, 2022, 15, (7), e202200107 LINK https://doi.org/10.1002/cssc.202200107
    [Google Scholar]
  2. X. Zhang, S. Xu, Q. Li, G. Zhou, H. Xia, RSC Adv., 2021, 11, (43), 27042 LINK https://doi.org/10.1039/d1ra04633k
    [Google Scholar]
  3. H. Zou, J. Chen, Appl. Catal. B Environ., 2022, 309, 121262 LINK https://doi.org/10.1016/j.apcatb.2022.121262
    [Google Scholar]
  4. T. Irrgang, R. Kempe, Chem. Rev., 2020, 120, (17), 9583 LINK https://doi.org/10.1021/acs.chemrev.0c00248
    [Google Scholar]
  5. Y. Yang, L. Zhou, X. Wang, L. Zhang, H. Cheng, F. Zhao, Nano Res., 2022, 16, (3), 3719 LINK https://doi.org/10.1007/s12274-022-4923-0
    [Google Scholar]
  6. M. Ronda-Leal, C. Espro, N. Lazaro, M. Selva, A. Perosa, S. M. Osman, A. Pineda, R. Luque, D. Rodríguez-Padrón, Mater. Today Chem., 2022, 24, 100873 LINK https://doi.org/10.1016/j.mtchem.2022.100873
    [Google Scholar]
  7. M. Chatterjee, T. Ishizaka, H. Kawanami, Green Chem., 2016, 18, (2), 487 LINK https://doi.org/10.1039/c5gc01352f
    [Google Scholar]
  8. N. S. Gould, H. Landfield, B. Dinkelacker, C. Brady, X. Yang, B. Xu, ChemCatChem, 2020, 12, (7), 2106 LINK https://doi.org/10.1002/cctc.201901662
    [Google Scholar]
  9. Yogita, K. T. V. Rao, P. M. Kumar, N. Lingaiah, Sustain. Energy Fuels, 2022, 6, (20), 4692 LINK https://doi.org/10.1039/d2se00408a
    [Google Scholar]
  10. T. Komanoya, T. Kinemura, Y. Kita, K. Kamata, M. Hara, J. Am. Chem. Soc., 2017, 139, (33), 11493 LINK https://doi.org/10.1021/jacs.7b04481
    [Google Scholar]
  11. I. del Rosal, R. Poteau, Sabatier Principle and Surface Properties of Small Ruthenium Nanoparticles and Clusters: Case Studies’, in “Nanoparticles in Catalysis: Advances in Synthesis and Applications”, eds. K. Philippot, A. Roucoux, Wiley-VCH GmbH, Weinheim, Germany, 2021, pp. 331351
    [Google Scholar]
  12. A. García-Ortiz, J. D. Vidal, M. J. Climent, P. Concepción, A. Corma, S. Iborra, ACS Sustain. Chem. Eng., 2019, 7, (6), 6243 LINK https://doi.org/10.1021/acssuschemeng.8b06631
    [Google Scholar]
  13. J. J. Martínez, E. Nope, H. Rojas, M. H. Brijaldo, F. Passos, G. Romanelli, J. Mol. Catal. A Chem., 2014, 392, 235 LINK https://doi.org/10.1016/j.molcata.2014.05.014
    [Google Scholar]
  14. K. Tanabe, T. Sumiyoshi, K. Shibata, T. Kiyoura, J. Kitagawa, Bull. Chem. Soc. Jpn., 1974, 47, (5), 1064 LINK https://doi.org/10.1246/bcsj.47.1064
    [Google Scholar]
  15. A. A. Fernández-Andrade, J. A. Vergara, D. Gómez, D. González-Vera, C. H. Campos, J. M. Rodríguez-Díaz, L. E. Arteaga-Pérez, Appl. Catal. A Gen., 2025, 705, 120455 LINK https://doi.org/10.1016/j.apcata.2025.120455
    [Google Scholar]
  16. J. Herrera, P. Gamallo, C. H. Campos, G. Alonso, ChemPhysChem, 2025, 26, (14), e202500110 LINK https://doi.org/10.1002/cphc.202500110
    [Google Scholar]
  17. J. J. Martínez, E. Nope, H. Rojas, M. H. Brijaldo, F. Passos, G. Romanelli, J. Mol. Catal. A Chem., 2014, 392, 235 LINK https://doi.org/10.1016/j.molcata.2014.05.014
    [Google Scholar]
  18. G. Li, B. Wang, D. E. Resasco, Surf. Sci. Rep., 2021, 76, (4), 100541 LINK https://doi.org/10.1016/j.surfrep.2021.100541
    [Google Scholar]
  19. G. Singh, J. Kaishyop, G. Singh, M. J. Gazi, A. Bag, C. Samanta, A. Bordoloi, Mol. Catal., 2023, 535, 112877 LINK https://doi.org/10.1016/j.mcat.2022.112877
    [Google Scholar]
  20. P. Mäki-Arvela, I. L. Simakova, D. Y. Murzin, Catal. Rev., 2021, 65, (2), 501 LINK https://doi.org/10.1080/01614940.2021.1942689
    [Google Scholar]
  21. H. Wang, Q. Xiang, Y. Niu, L. Wang, B. Zhang, S. Chu, Y. Hui, J. Yang, Y. Qin, L. Song, S. Qin, J. Zhang, X. Gao, X.-M. Cao, F.-S. Xiao, Chem Catal., 2024, 4, (2), 100857 LINK https://doi.org/10.1016/j.checat.2023.100857
    [Google Scholar]
  22. A. L. Nuzhdin, M. V. Bukhtiyarova, V. I. Bukhtiyarov, Molecules, 2020, 25, (20), 4771 LINK https://doi.org/10.3390/molecules25204771
    [Google Scholar]
  23. M. Ortega, D. Gómez, R. Manrique, G. Reyes, J. Tatiana García-Sánchez, V. G. B. Medrano, R. Jiménez, L. E. Arteaga-Pérez, React. Chem. Eng., 2023, 8, (1), 47 LINK https://doi.org/10.1039/D2RE00259K
    [Google Scholar]
  24. A. García-Ortiz, J. D. Vidal, M. J. Climent, P. Concepción, A. Corma, S. Iborra, ACS Sustain. Chem. Eng., 2019, 7, (6), 6243 LINK https://doi.org/10.1021/acssuschemeng.8b06631
    [Google Scholar]
  25. L. E. Arteaga-Pérez, R. Manrique, F. Castillo-Puchi, M. Ortega, C. Bertiola, A. Pérez, R. Jiménez, Chem. Eng. J., 2021, 417, 129236 LINK https://doi.org/10.1016/j.cej.2021.129236
    [Google Scholar]
  26. M. A. Vannice, “Kinetics of Catalytic Reactions”, 1st Edn., Springer, New York, USA, 2005, 240 pp
  27. F. Lin, X. Jiang, N. Boreriboon, C. Song, Z. Wang, K. Cen, Catal. Today, 2021, 371, 150 LINK https://doi.org/10.1016/j.cattod.2020.05.049
    [Google Scholar]
  28. M. Li, X. Li, G. Jiang, G. He, Ceram. Int., 2015, 41, (4), 5749 LINK https://doi.org/10.1016/j.ceramint.2014.12.161
    [Google Scholar]
  29. J. G. Mahy, S. D. Lambert, R. G. Tilkin, C. Wolfs, D. Poelman, F. Devred, E. M. Gaigneaux, S. Douven, Mater. Today Energy, 2019, 13, 312 LINK https://doi.org/10.1016/j.mtener.2019.06.010
    [Google Scholar]
  30. C. Sun, L. Liu, L. Qi, H. Li, H. Zhang, C. Li, F. Gao, L. Dong, J. Colloid Interface Sci., 2011, 364, (2), 288 LINK https://doi.org/10.1016/j.jcis.2011.07.055
    [Google Scholar]
  31. J. Bruce, K. Bosnick, E. Kamali Heidari, Sens. Actuators B Chem., 2022, 355, 131316 LINK https://doi.org/10.1016/j.snb.2021.131316
    [Google Scholar]
  32. N. Kruse, S. Chenakin, Appl. Catal. A Gen., 2011, 391, (1–2), 367 LINK https://doi.org/10.1016/j.apcata.2010.05.039
    [Google Scholar]
  33. E. J. Wimmer, S. V. Klostermann, M. Ringenberg, J. Kästner, D. P. Estes, Eur. J. Inorg. Chem., 2023, 26, (12), e202200709 LINK https://doi.org/10.1002/ejic.202200709
    [Google Scholar]
  34. Y. Wu, Y. Wang, D. Huang, H. Ding, Y. Ren, Y. Zhang, B. Yue, H. He, L. Ye, Chem Catal., 2023, 3, (4), 100556 LINK https://doi.org/10.1016/j.checat.2023.100556
    [Google Scholar]
  35. R. Bardestani, G. S. Patience, S. Kaliaguine, Can. J. Chem. Eng., 2019, 97, (11), 2781 LINK https://doi.org/10.1002/cjce.23632
    [Google Scholar]
  36. M. Thommes, K. Kaneko, A. V. Neimark, J. P. Olivier, F. Rodriguez-Reinoso, J. Rouquerol, K. S. W. Sing, Pure Appl. Chem., 2015, 87, (9–10), 1051 LINK https://doi.org/10.1515/pac-2014-1117
    [Google Scholar]
  37. D. B. Ninković, J. P. Blagojević Filipović, M. B. Hall, E. N. Brothers, S. D. Zarić, ACS Cent. Sci., 2020, 6, (3), 420 LINK https://doi.org/10.1021/acscentsci.0c00005
    [Google Scholar]
  38. C. Bravin, J. A. Piękoś, G. Licini, C. A. Hunter, C. Zonta, Angew. Chem. Int. Ed., 2021, 60, (44), 23871 LINK https://doi.org/10.1002/anie.202110809
    [Google Scholar]
  39. R. M. Mironenko, O. B. Belskaya, V. A. Likholobov, Russ. Chem. Bull., 2022, 71, (1), 64 LINK https://doi.org/10.1007/s11172-022-3377-6
    [Google Scholar]
  40. J. Li, Y. Xi, Y. Qiao, Z. Zhao, J. Liu, F. Li, ChemCatChem, 2024, 16, (14), e202400120 LINK https://doi.org/10.1002/cctc.202400120
    [Google Scholar]
  41. G. Giorgianni, S. Abate, G. Centi, S. Perathoner, S. van Beuzekom, S.-H. Soo-Tang, J. C. Van der Waal, ACS Sustain. Chem. Eng., 2018, 6, (12), 16235 LINK https://doi.org/10.1021/acssuschemeng.8b03101
    [Google Scholar]
  42. J. Zhang, J. Yang, X. Li, H. Liu, X. Yao, C. Xia, Z. Huang, Catalysts, 2023, 13, (3), 528 LINK https://doi.org/10.3390/catal13030528
    [Google Scholar]
/content/journals/10.1595/205651326X17550851489133
Loading
/content/journals/10.1595/205651326X17550851489133
Loading

Data & Media loading...

  • Article Type: Research Article
This is a required field
Please enter a valid email address
Approval was a Success
Invalid data
An Error Occurred
Approval was partially successful, following selected items could not be processed due to error
Please enter a valid_number test