Citation: Haisheng Wei, Xing Wei, Xiaofeng Yang, Guangzhao Yin, Aiqin Wang, Xiaoyan Liu, Yanqiang Huang, Tao Zhang. Supported Au-Ni nano-alloy catalysts for the chemoselective hydrogenation of nitroarenes[J]. Chinese Journal of Catalysis, ;2015, 36(2): 160-167. doi: 10.1016/S1872-2067(14)60254-0 shu

Supported Au-Ni nano-alloy catalysts for the chemoselective hydrogenation of nitroarenes

1.
a State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, Liaoning, China;

Corresponding author: Aiqin Wang, Tao Zhang,
Received Date: 27 September 2014
Available Online: 3 November 2014
Fund Project: 国家自然科学基金(21176235, 21203182, 21202163, 21303194, 21373206) (21176235, 21203182, 21202163, 21303194, 21373206)

A modified two-step approach was developed for the synthesis of uniform and highly dispersed Au-Ni alloy nanoparticles on a silica support. The supported Au-Ni alloy nanoparticles were investigated for the chemoselective hydrogenation of substituted nitroarenes, which showed a strong synergistic effect between Au and Ni. The best catalyst was AuNi₃/SiO₂ that afforded a selectivity to 3-vinylaniline of 93.0% at a 3-nitrostyrene conversion of 90.8% after 70 min under mild conditions.
- Gold-nickel,
- Alloy,
- Chemoselective hydrogenation,
- Nitroarenes
1. [1]
  [1] Ono N. The Nitro Group in Organic Synthesis. NewYork: John Wiley & Sons, 2003
2. [2]
  [2] Xu K L, Zhang Y, Chen X R, Huang L, Zhang R, Huang J. Adv Synth Catal, 2011, 353: 1260
3. [3]
  [3] Liu H, Li R Y, Zhang M, Li W, Zhang M H, Tao K Y. Chin J Catal (刘皓, 李若愚, 张濛, 李伟, 张明慧, 陶克毅. 催化学报), 2009, 30: 606
4. [4]
  [4] Corma A, Serna P. Science, 2006, 313: 332
5. [5]
  [5] Chen Y Y, Qiu J S, Wang X K, Xiu J H. J Catal, 2006, 242: 227
6. [6]
  [6] Chen Y Y, Wang C, Liu H Y, Qiu J S, Bao X H. Chem Commun, 2005: 5298
7. [7]
  [7] Shimizu K I, Miyamoto Y, Satsuma A. J Catal, 2010, 270: 86
8. [8]
  [8] He L, Ni J, Sun H, Cao Y. Chin J Catal (何林, 倪吉, 孙浩, 曹勇. 催化学报), 2009, 30: 958
9. [9]
  [9] Shimizu K I, Miyamoto Y, Kawasaki T, Tanji T, Tai Y, Satsuma A. J Phys Chem C, 2009, 113: 17803
10. [10]
  [10] Mitsudome T, Mikami Y, Matoba M, Mizugaki T, Jitsukawa K, Kaneda K. Angew Chem Int Ed, 2012, 51: 136
11. [11]
  [11] Boronat M, Concepción P, Corma A, González S, Illas F, Serna P. J Am Chem Soc, 2007, 129: 16230
12. [12]
  [12] Cárdenas-Lizana F, Gómez-Quero S, Keane M A. ChemSusChem, 2008, 1: 215
13. [13]
  [13] Serna P, Concepción P, Corma A. J Catal, 2009, 265: 19
14. [14]
  [14] Corma A, Boronat M, González S, Illas F. Chem Commun, 2007: 3371
15. [15]
  [15] He D P, Jiao X D, Jiang P, Wang J, Xu B Q. Green Chem, 2012, 14: 111
16. [16]
  [16] Cárdenas-Lizana F, Gómez-Quero S, Hugon A, Delannoy L, Louis C, Keane M A. J Catal, 2009, 262: 235
17. [17]
  [17] Cárdenas-Lizana F, Gómez-Quero S, Baddeley C J, Keane M A. Appl Catal A, 2010, 387: 155
18. [18]
  [18] Wang A Q, Liu X Y, Mou C Y, Zhang T. J Catal, 2013, 308: 258
19. [19]
  [19] Liu X Y, Wang A Q, Yang X F, Zhang T, Mou C Y, Su D S, Li J. Chem Mater, 2009, 21: 410
20. [20]
  [20] Wang A Q, Liu J H, Lin S D, Lin T S, Mou C Y. J Catal, 2005, 233: 186
21. [21]
  [21] Wang A Q, Hsieh Y P, Chen Y F, Mou C Y. J Catal, 2006, 237: 197
22. [22]
  [22] Wang A Q, Chang C M, Mou C Y. J Phys Chem B, 2005, 109: 18860
23. [23]
  [23] Liu X Y, Wang A Q, Wang X D, Mou C Y, Zhang T. Chem Commun, 2008: 3187
24. [24]
  [24] Li W J, Wang A Q, Liu X Y, Zhang T. Appl Catal A, 2012, 433: 146
25. [25]
  [25] Zhang L L, Wang A Q, Miller J T, Liu X Y, Yang X F, Wang W T, Li L, Huang Y Q, Mou C Y, Zhang T. ACS Catal, 2014, 4: 1546
26. [26]
  [26] Pei G X, Liu X Y, Wang A Q, Li L, Huang Y Q, Zhang T, Lee J W, Jang B W-L, Mou C Y. New J Chem, 2014, 38: 2043
27. [27]
  [27] Wei X, Yang X F, Wang A Q, Li L, Liu X Y, Zhang T, Mou C Y, Li J. J Phys Chem C, 2012, 116: 6222
28. [28]
  [28] Xu X J, Fu Q, Wei M M, Wu X, Bao X H. Catal Sci Technol, 2014, 4: 3151
29. [29]
  [29] Xu X J, Fu Q, Guo X G, Bao X H. ACS Catal, 2013, 3: 1810
30. [30]
  [30] Sun K Q, Hong Y C, Zhang G R, Xu B Q. ACS Catal, 2011, 1: 1336
31. [31]
  [31] Bienzle M, Oishi T, Sommer F. J Alloys Compd, 1995, 220: 182
32. [32]
  [32] Zhou S H, Yin H F, Schwartz V, Wu Z L, Mullins D, Eichhorn B, Overbury S H, Dai S. ChemPhysChem 2008, 9: 2475
33. [33]
  [33] Molenbroek A M, Nørskov J K, Clausen B S. J Phys Chem B, 2001, 105: 5450
34. [34]
  [34] Wang D S, Li Y D. J Am Chem Soc, 2010, 132: 6280
35. [35]
  [35] Xu J, White T, Li P, He C H, Yu J G, Yuan W K, Han Y F. J Am Chem Soc, 2010, 132: 10398
36. [36]
  [36] Russier-Antoine I, Bachelier G, Sablonière V, Duboisset J, Benichou E, Jonin C, Bertorelle F, Brevet P F. Phys Rev B, 2008, 78: 035436
37. [37]
  [37] Bulushev D A, Beloshapkin S, Plyusnin P E, Shubin Y V, Bukhtiyarov V I, Korenev S V, Ross J R H. J Catal, 2013, 299: 171
38. [38]
  [38] Liu X Y, Wang A Q, Li L, Zhang T, Mou C Y, Lee J F. Prog Nat Sci, 2013, 23: 317
39. [39]
  [39] Yen C W, Lin M L, Wang A Q, Chen S A, Chen J M, Mou C Y. J Phys Chem C, 2009, 113: 17831
40. [40]
  [40] Liu X Y, Wang A Q, Li L, Zhang T, Mou C Y, Lee J F. J Catal, 2011, 278: 288
41. [41]
  [41] Jiang H L, Umegaki T, Akita T, Zhang X B, Haruta M, Xu Q. Chem Eur J, 2010, 16: 3132
1. [1]
  Xi Xu , Chaokai Zhu , Leiqing Cao , Zhuozhao Wu , Cao Guan . Experiential Education and 3D-Printed Alloys: Innovative Exploration and Student Development. University Chemistry, 2024, 39(2): 347-357. doi: 10.3866/PKU.DXHX202308039
2. [2]
  Shuwen SUN , Gaofeng WANG . Design and synthesis of a Zn(Ⅱ)-based coordination polymer as a fluorescent probe for trace monitoring 2, 4, 6-trinitrophenol. Chinese Journal of Inorganic Chemistry, 2025, 41(4): 753-760. doi: 10.11862/CJIC.20240399
3. [3]
  Xilin Zhao , Xingyu Tu , Zongxuan Li , Rui Dong , Bo Jiang , Zhiwei Miao . Research Progress in Enantioselective Synthesis of Axial Chiral Compounds. University Chemistry, 2024, 39(11): 158-173. doi: 10.12461/PKU.DXHX202403106
4. [4]
  Chi Li , Jichao Wan , Qiyu Long , Hui Lv , Ying Xiong . N-Heterocyclic Carbene (NHC)-Catalyzed Amidation of Aldehydes with Nitroso Compounds. University Chemistry, 2024, 39(5): 388-395. doi: 10.3866/PKU.DXHX202312016
5. [5]
  Yanan Liu , Yufei He , Dianqing Li . Preparation of Highly Dispersed LDHs-based Catalysts and Testing of Nitro Compound Reduction Performance: A Comprehensive Chemical Experiment for Research Transformation. University Chemistry, 2024, 39(8): 306-313. doi: 10.3866/PKU.DXHX202401081
6. [6]
  Hao Wu , Zhen Liu , Dachang Bai . ¹H NMR Spectrum of Amide Compounds. University Chemistry, 2024, 39(3): 231-238. doi: 10.3866/PKU.DXHX202309020
7. [7]
  Wenxiu Yang , Jinfeng Zhang , Quanlong Xu , Yun Yang , Lijie Zhang . Bimetallic AuCu Alloy Decorated Covalent Organic Frameworks for Efficient Photocatalytic Hydrogen Production. Acta Physico-Chimica Sinica, 2024, 40(10): 2312014-. doi: 10.3866/PKU.WHXB202312014
8. [8]
  Geyang Song , Dong Xue , Gang Li . Recent Advances in Transition Metal-Catalyzed Synthesis of Anilines from Aryl Halides. University Chemistry, 2024, 39(2): 321-329. doi: 10.3866/PKU.DXHX202308030
9. [9]
  Jiaming Xu , Yu Xiang , Weisheng Lin , Zhiwei Miao . Research Progress in the Synthesis of Cyclic Organic Compounds Using Bimetallic Relay Catalytic Strategies. University Chemistry, 2024, 39(3): 239-257. doi: 10.3866/PKU.DXHX202309093
10. [10]
  Aidang Lu , Yunting Liu , Yanjun Jiang . Comprehensive Organic Chemistry Experiment: Synthesis and Characterization of Triazolopyrimidine Compounds. University Chemistry, 2024, 39(8): 241-246. doi: 10.3866/PKU.DXHX202401029
11. [11]
  Keweiyang Zhang , Zihan Fan , Liyuan Xiao , Haitao Long , Jing Jing . Unveiling Crystal Field Theory: Preparation, Characterization, and Performance Assessment of Nickel Macrocyclic Complexes. University Chemistry, 2024, 39(5): 163-171. doi: 10.3866/PKU.DXHX202310084
12. [12]
  Hong RAO , Yang HU , Yicong MA , Chunxin LÜ , Wei ZHONG , Lihua DU . Synthesis and in vitro anticancer activity of phenanthroline-functionalized nitrogen heterocyclic carbene homo- and heterobimetallic silver/gold complexes. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2429-2437. doi: 10.11862/CJIC.20240275
13. [13]
  Xiaofeng Zhu , Bingbing Xiao , Jiaxin Su , Shuai Wang , Qingran Zhang , Jun Wang . Transition Metal Oxides/Chalcogenides for Electrochemical Oxygen Reduction into Hydrogen Peroxides. Acta Physico-Chimica Sinica, 2024, 40(12): 2407005-. doi: 10.3866/PKU.WHXB202407005
14. [14]
  Jinfeng Chu , Lan Jin , Yu-Fei Song . Exploration and Practice of Flipped Classroom in Inorganic Chemistry Experiment: a Case Study on the Preparation of Inorganic Crystalline Compounds. University Chemistry, 2024, 39(2): 248-254. doi: 10.3866/PKU.DXHX202308016
15. [15]
  Zhen Yao , Bing Lin , Youping Tian , Tao Li , Wenhui Zhang , Xiongwei Liu , Wude Yang . Visible-Light-Mediated One-Pot Synthesis of Secondary Amines and Mechanistic Exploration. University Chemistry, 2024, 39(5): 201-208. doi: 10.3866/PKU.DXHX202311033
16. [16]
  Zhuoming Liang , Ming Chen , Zhiwen Zheng , Kai Chen . Multidimensional Studies on Ketone-Enol Tautomerism of 1,3-Diketones By ¹H NMR. University Chemistry, 2024, 39(7): 361-367. doi: 10.3866/PKU.DXHX202311029
17. [17]
  Yanhui Zhong , Ran Wang , Zian Lin . Analysis of Halogenated Quinone Compounds in Environmental Water by Dispersive Solid-Phase Extraction with Liquid Chromatography-Triple Quadrupole Mass Spectrometry. University Chemistry, 2024, 39(11): 296-303. doi: 10.12461/PKU.DXHX202402017
18. [18]
  Feng Han , Fuxian Wan , Ying Li , Congcong Zhang , Yuanhong Zhang , Chengxia Miao . Comprehensive Organic Chemistry Experiment: Phosphotungstic Acid-Catalyzed Direct Conversion of Triphenylmethanol for the Synthesis of Oxime Ethers. University Chemistry, 2025, 40(3): 342-348. doi: 10.12461/PKU.DXHX202405181
19. [19]
  Junjie Zhang , Yue Wang , Qiuhan Wu , Ruquan Shen , Han Liu , Xinhua Duan . Preparation and Selective Separation of Lightweight Magnetic Molecularly Imprinted Polymers for Trace Tetracycline Detection in Milk. University Chemistry, 2024, 39(5): 251-257. doi: 10.3866/PKU.DXHX202311084
20. [20]
  Yihao Zhao , Jitian Rao , Jie Han . Synthesis and Photochromic Properties of 3,3-Diphenyl-3H-Naphthopyran: Design and Teaching Practice of a Comprehensive Organic Experiment. University Chemistry, 2024, 39(10): 149-155. doi: 10.3866/PKU.DXHX202402050

Get Citation

PDF

XML

Metrics

PDF Downloads(238)
Abstract views(557)
HTML views(22)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142