Synergism of Pt nanoparticles and iron oxide support for chemoselective hydrogenation of nitroarenes under mild conditions

doi:10.1016/S1872-2067(19)63276-6

Chinese Journal of Catalysis ›› 2019, Vol. 40 ›› Issue (2): 214-222.DOI: 10.1016/S1872-2067(19)63276-6

Synergism of Pt nanoparticles and iron oxide support for chemoselective hydrogenation of nitroarenes under mild conditions

Pei Jing^a, Tao Gan^a, Hui Qi^b, Bin Zheng^a, Xuefeng Chu^c, Guiyang Yu^a, Wenfu Yan^a, Yongcun Zou^a, Wenxiang Zhang^a, Gang Liu^a

a State Key Laboratory of Inorganic Synthesis and Preparative Chemistry, College of Chemistry, Jilin University, Changchun 130012, Jilin, China;
b The Second Hospital of Jilin University, Changchun 130041, Jilin, China;
c Provincial Key Laboratory of Architectural Electricity & Comprehensive Energy Saving, School of Electrical and Electronic Information Engineering, Jilin Jianzhu University, Changchun 130118, Jilin, China

Received:2018-12-18 Revised:2018-12-20 Online:2019-02-28 Published:2019-01-11
Contact: S1872-2067(19)63276-6
Supported by:
This work was supported by the National Natural Science Foundation of China (21473073, 21473074), "13th Five-Year" Science and Technology Research of the Education Department of Jilin Province (2016403), the Development Project of Science and Technology of Jilin Province (20170101171JC, 20180201068SF), and the Open Project of State Key Laboratory of Inorganic Synthesis and Preparative Chemistry (201703).

Abstract

Abstract:

An efficient and low-cost supported Pt catalyst for hydrogenation of niroarenes was prepared with colloid Pt precursors and α-Fe₂O₃ as a support. The catalyst with Pt content as low as 0.2 wt% exhibits high activities, chemoselectivities and stability in the hydrogenation of nitrobenzene and a variety of niroarenes. The conversion of nitrobenzene can reach 3170 mol_conv h^-1 mol_Pt^-1 under mild conditions (30℃, 5 bar), which is much higher than that of commercial Pt/C catalyst and many reported catalysts under similar reaction conditions. The spatial separation of the active sites for H₂ dissociation and hydrogenation should be responsible for the high chemoselectivity, which decreases the contact possibility between the reducible groups of nitroarenes and Pt nanoparticles. The unique surface properties of α-Fe₂O₃ play an important role in the reaction process. It provides active sites for hydrogen spillover and reactant adsorption, and ultimately completes the hydrogenation of the nitro group on the catalyst surface.

Key words: Supported Pt catalyst, Iron oxide, Nitroarene hydrogenation, Chemoselectivity, Noble metal catalysis

Pei Jing, Tao Gan, Hui Qi, Bin Zheng, Xuefeng Chu, Guiyang Yu, Wenfu Yan, Yongcun Zou, Wenxiang Zhang, Gang Liu. Synergism of Pt nanoparticles and iron oxide support for chemoselective hydrogenation of nitroarenes under mild conditions[J]. Chinese Journal of Catalysis, 2019, 40(2): 214-222.

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References

[1] E. Schmidt, A. Vargas, T. Mallat, A. Baiker, J. Am. Chem. Soc., 2009, 131, 12358-12367.
[2] W. Y. Cui, D. Xue, N. D. Tan, B. Zheng, M. J. Jia, W. X. Zhang, Chin. J. Catal., 2018, 39, 1534-1542.
[3] J. J. Liu, S. H. Zou, J. C. Wu, H. Kobayashi, H. T. Zhao, J. Fan, Chin. J. Catal., 2018, 39, 1081-1089.
[4] B. Zheng, S. J. Wu, X. W. Yang, M. J. Jia, W. X. Zhang, G. Liu, ACS. Appl. Mater. Inter., 2016, 8, 26683-26689.
[5] P. P. Ye, A. J. Gellman, J. Am. Chem. Soc., 2008, 130, 8518-8526.
[6] G. C. da Silva, M. R. Fernandes, E. A. Ticianelli, ACS. Catal., 2018, 8, 2081-2092.
[7] Z. J. Chen, J. Y. Chen, Y. W. Li, Chin. J. Catal., 2017, 38, 1108-1126.
[8] S. Anantharaj, P. E. Karthik, B. Subramanian, S. Kundu, ACS. Catal., 2016, 6, 4660-4672.
[9] Y. L. Sui, S. B. Liu, T. F. Li, Q. X. Liu, T. Jiang, Y. F. Guo, J. L. Luo, J. Catal., 2017, 353, 250-255.
[10] L. L. Geng, M. Zhang, W. X. Zhang, M. J. Jia, W. F. Yan, G. Liu, Catal. Sci. Technol., 2015, 5, 3097-3102.
[11] R. V. Jagadeesh, A. E. Surkus, H. Junge, M-M. Pohl, J. Radnik, J. Rabeah, H. Huan, V. Schünemann, A. Brückner, M. Beller, Science, 2013, 342, 1073-1076.
[12] Y. J. Shu, T. Chen, H. C. Chan, L. F. Xie, Q. S. Gao, Chem-Asian. J., 2018, 13, 3737-3744.
[13] Q. M. Hu, S. Wang, Z. Gao, Y. Q. Li, Q. Zhang, Q. Xiang, Y. Qin, Appl. Catal. B:Environ., 2017, 218, 591-599.
[14] M. W. Zhu, B. Huang, Q. Shao, Y. C. Pi, Y. Qian, X. Q. Huang, ChemCatChem., 2018, 10, 3214-3218.
[15] W. Shi, B. S. Zhang, Y. M. Lin, Q. Wang, Q. Zhang, D. S. Su, ACS. Catal., 2016, 6, 7844-7854.
[16] P. Lara, K. Philippot, Catal. Sci. Technol., 2014, 4, 2445-2465.
[17] G. Vilé, D. Albani, N. Almora-Barrios, N. López, J. Pérez-Ramírez, ChemCatChem., 2016, 8, 21-33.
[18] J. Wang, Y. J. Zhang, J. Y. Diao, J. Y. Zhang, H. Y. Liu, D. S.Su, Chin. J. Catal., 2018, 39, 79-87.
[19] K. Möbus, D. Wolf, H. Benischke, U. Dittmeier, K. Simon, U. Packruhn, R. Jantke, S. Weidlich, C. Weber, B. S. Chen, Top. Catal., 2010, 53, 1126-1131.
[20] M. Makosch, W-I. Lin, V. Bumbálek, J. Sá, J. W. Medlin, K. Hungerbühler, J. A. van Bokhoven, ACS. Catal., 2012, 2, 2079-2081.
[21] K-i. Shimizu, Y. Miyamoto, A. Satsuma, J. Catal., 2010, 270, 86-94.
[22] K-i. Shimizu, Y. Miyamoto, T. Kawasaki, T. Tanji, Y. Tai, A. Satsuma, J. Phys. Chem. C., 2009, 113, 17803-17810.
[23] T. Mitsudome, Y. Mikami, M. Matoba, T. Mizugaki, K. Jitsukawa, K. Kaneda, Angew. Chem. Int. Ed., 2012, 51, 136-139.
[24] H. S. Wei, X. Y. Liu, A. Q. Wang, L. L. Zhang, B. T. Qiao, X. F. Yang, Y. Q. Huang, S. Miao, J. Y. Liu, T. Zhang, Nat. Commun., 2014, 5, 5634-5641.
[25] A. Corma, P. Serna, P. Concepcion, J. J. Calvino, J. Am. Chem. Soc., 2008, 130, 8748-8753.
[26] S. Zhang, C. R. Chang, Z. Q. Huang, J. Li, Z. M. Wu, Y. Y. Ma, Z. Y. Zhang, Y. Wang, Y. Q. Qu, J. Am. Chem. Soc., 2016, 138, 2629-2637.
[27] L. Wang, E. J. Guan, J. Zhang, J. H. Yang, Y. H. Zhu, Y. Han, M. Yang, C. Cen, G. Fu, B. C. Gates, F. S. Xiao, Nat. Commun., 2018, 9, 1362-1369.
[28] H. S. Wei, Y. J. Ren, A. Q. Wang, X. Y. Liu, X. Liu, L. L. Zhang, S. Miao, L. Li, J. Y. Liu, J. H. Wang, G. F. Wang, D. S. Su, T. Zhang, Chem. Sci., 2017, 8, 5126-5131.
[29] B. Zhang, H. Asakura, J. Zhang, J. G. Zhang, S. De, N. Yan, Angew. Chem. Int. Ed., 2016, 55, 8319-8323.
[30] W. Karim, C. Spreafico, A. Kleibert, J. Gobrecht, J. VandeVondele, Y. Ekinci, J. A. van Bokhoven, Nature, 2017, 541, 68-71.
[31] L. R. Merte, G. Peng, R. Bechstein, F. Rieboldt, C. A. Farberow, L. C. Grabow, W. Kudernatsch, S. Wendt, E. Laegsgaard, M. Mavrikakis, F. Besenbacher, Science, 2012, 336, 889-893.
[32] R. Prins, Chem. Rev., 2012, 112, 2714-2738.
[33] B. Zheng, G. Liu, L. L. Geng, J. Y. Cui, S. J. Wu, P. Wu, M. J. Jia, W. F. Yan, W. X. Zhang, Catal. Sci. Technol., 2016, 6, 1546-1554.
[34] A. Corma, P. Serna, H. Garcia, J. Am. Chem. Soc., 2007, 129, 6358-6359.
[35] M. Boronat, P. Concepcion, A. Corma, S. Gonzalez, F. Illas, P. Serna, J. Am. Chem. Soc., 2007, 129, 16230-16237.
[36] J. L. Song, G. Y. Yu, X. Li, X. W. Yang, W. X. Zhang, W. F. Yan, G. Liu, Chin. J. Catal., 2018, 39, 309-318.
[37] L. Q. Liu, F. Zhou, L. G. Wang, X. J. Qi, F. Shi, Y. Q. Deng, J. Catal., 2010, 274, 1-10.
[38] Z. Z. Yang, N. Zhang, Y. Cao, M. C. Gong, M. Zhao, Y. Q. Chen, Catal. Sci. Technol., 2014, 4, 3032-3043.
[39] R. Ahmadi, M. K. Amini, J. C. Bennett, J. Catal., 2012, 292, 81-89.
[40] E. Ivanova, M. Mihaylov, F. Thibault-Starzyk, M. Daturi, K. Hadjiivanov, J. Mol. Catal. A, 2007, 274, 179-184.
[41] S. Shen, X. L. Wang, Q. Ding, S. Q. Jin, Z. C. Feng, C. Li, Chin. J. Catal., 2014, 35, 1900-1906.
[42] G. Richner, J. A. van Bokhoven, Y. M. Neuhold, M. Makosch, K. Hungerbuhler, Phys. Chem. Chem. Phys., 2011, 13, 12463-12471.
[43] S. Meijers, V. Ponec, J. Catal., 1996, 160, 1-9.
[44] D. Flak, Q. Chen, B. S. Mun, Z. Liu, M. Rekas, A. Braun, Appl. Surf. Sci., 2018, 455, 1019-1028.
[45] S. Sultana, S. Mansingh, K. M. Parida, J. Mater. Chem. A., 2018, 6, 11377-11389.
[46] L. L. Geng, J. L. Song, B. Zheng, S. J. Wu, W. X. Zhang, M. J. Jia, G. Liu, Chin. J. Catal., 2016, 37, 1451-1460.

Synergism of Pt nanoparticles and iron oxide support for chemoselective hydrogenation of nitroarenes under mild conditions

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