Citation: LI Shu-Shuang, TAO Lei, ZHANG Qi, LIU Yong-Mei, CAO Yong. Recent Advances in Nano-Gold-Catalyzed Green Synthesis and Clean Reactions[J]. Acta Physico-Chimica Sinica, ;2016, 32(1): 61-74. doi: 10.3866/PKU.WHXB201511101 shu

Recent Advances in Nano-Gold-Catalyzed Green Synthesis and Clean Reactions

1.
Shanghai Key Laboratory of Molecular Catalysis and Innovative Materials, Department of Chemistry, Fudan University, Shanghai 200433, P. R. China

Corresponding author: CAO Yong,
Received Date: 23 September 2015
Available Online: 9 November 2015
Fund Project: 国家自然科学基金(21273044,21473035) (21273044,21473035)高等学校博士学科点专项科研基金(2012007000011) (2012007000011)中石化校企联合基金(X514005) (X514005)上海市科学技术委员会(08DZ2270500,12ZR1401500)资助项目 (08DZ2270500,12ZR1401500)

There has been a surge of interest in using supported gold catalysts in green synthesis and clean reactions. Complementary to their traditional platinum-group metal counterparts, catalysis using nano-gold offers a unique opportunity to obtain target products in high yields, control the chemoselectivity, and access more complex organic molecules in a compact, atom- and step-efficient way. Therefore, it has emerged as a hot topic in the field of green catalysis. This review summarizes our research progress in the area of nano-Aucatalyzed green reactions and their versatility, application in clean chemical synthesis, especially for the construction of N-containing compounds as well as valorization of biomass-derived feedstocks via goldcatalyzed transformations.
- Nano-gold catalyst,
- Platinum-group metal,
- Green synthesis,
- Clean reaction,
- Reductive transformation
1. [1]
  (1) Sheldon, R. A.; Arends, I.; Hanefeld, U. Green Chemistry and Catalysis; Wiley-VCH: Weinheim, 2007.
2. [2]
  (2) Bond, G. C.; Louis, C.; Thompson, D. T. Catalysis by Gold; Imperial College Press: London, 2006.
3. [3]
  (3) Palfray, L. Bull. Soc. Chim. Fr. 1945, 12, 692.
4. [4]
  (4) Chambers, R.; Boudart, M. J. Catal. 1966, 5 (3), 517. doi: 10.1016/S0021-9517(66)80070-2
5. [5]
  (5) Bond, G. C.; Sermon, P. A.; Webb, G.; Buchanan, D. A.; Wells, P. B. J. Chem. Soc. Chem. Commun. 1973, No. 13, 444.
6. [6]
  (6) Bond, G. C.; Sermon, P. A. Gold Bull. 1973, 6 (4), 102. doi: 10.1007/BF03215018
7. [7]
  (7) Haruta, M.; Kohayashi, T.; Sano, H.; Yamada, N. Chem. Lett. 1987, 2, 405.
8. [8]
  (8) Rodriguez, J. A.; Ma, S.; Liu, P.; Hrbek, J.; Evans, J.; Pérez, M. Science 2007, 318 (5857), 1757. doi: 10.1126/science.1150038
9. [9]
  (9) Ueda, A.; Oshima, T.; Haruta, M. Appl. Catal. B 1997, 12 (2–3), 81. doi: 10.1016/S0926-3373(96)00069-0
10. [10]
  (10) Hayashi, T.; Tanaka, K.; Haruta, M. J. Catal. 1998, 178 (2), 566. doi: 10.1006/jcat.1998.2157
11. [11]
  (11) Mineral Commodity Summaries 2015, U.S. Geological Survey: Reston, VA, 2015.
12. [12]
  (12) Butler, J. Platinum 2012 Interim Review; Johnson Matthey: Royston, U.K., 2012.
13. [13]
  (13) Prati, L.; Rossi, M. J. Catal. 1998, 176 (2), 552. doi: 10.1006/jcat.1998.2078
14. [14]
  (14) Biella, S.; Prati, L.; Rossi, M. J. Catal. 2002, 206 (2), 242. doi: 10.1006/jcat.2001.3497
15. [15]
  (15) Landon, P.; Collier, P. J.; Papworth, A. J.; Kiely, C. J.; Hutchings, G. J. Chem. Commun. 2002, No. 18, 2058.
16. [16]
  (16) Corma, A.; Serna, P. Science 2006, 313 (5785), 332. doi: 10.1126/science.1128383
17. [17]
  (17) Corma, A.; Garcia, H. Chem. Soc. Rev. 2008, 37 (9), 2096. doi: 10.1039/b707314n
18. [18]
  (18) Stratakis, M.; Garcia, H. Chem. Rev. 2012, 112 (8), 4469. doi: 10.1021/cr3000785
19. [19]
  (19) Pina, C. D.; Falletta, E.; Rossi, M. Chem. Soc. Rev. 2012, 41 (1), 350. doi: 10.1039/C1CS15089H
20. [20]
  (20) Oliver-Meseguer, J.; Cabrero-Antonino, J. R.; Domínguez, I.; Leyva-Pérez, A.; Corma, A. Science 2012, 338 (6113), 1452. doi: 10.1126/science.1227813
21. [21]
  (21) Wittstock, A.; Bäumer, M. Accounts Chem. Res. 2014, 47 (3), 731. doi: 10.1021/ar400202p
22. [22]
  (22) Liu, X.; He, L.; Liu, Y, M.; Cao, Y. Accounts Chem. Res. 2014, 47 (3), 793. doi: 10.1021/ar400165j
23. [23]
  (23) Yamazoe, S.; Koyasu, K.; Tsukuda, T. Accounts Chem. Res. 2014, 47 (3), 816. doi: 10.1021/ar400209a
24. [24]
  (24) Adams, J. P.; Paterson, J. R. J. Chem. Soc., Perkin Trans. 1 2000, No. 22, 3695.
25. [25]
  (25) Haber, F.; Elektrochem, Z. Angew. Phys. Chem. 1898, 22, 506.
26. [26]
  (26) Kabalka, G. W.; Varma, R. S. In Comprehensive Organic Synthesis, Vol. 8; Trost, B. M., Fleming, I., Eds.; Pergamon Press: Oxford, 1991; pp 363–388.
27. [27]
  (27) He, L.; Wang, L. C.; Sun, H.; Ni, J.; Cao, Y.; He, H. Y.; Fan, K. N. Angew. Chem. Int. Edit. 2009, 48 (50), 9538. doi: 10.1002/anie.200904647
28. [28]
  (28) Liu, L. Q.; Qiao, B. T.; Chen, Z. J.; Zhang, J.; Deng, Y. Q. Chem. Commun. 2009, No. 6, 653.
29. [29]
  (29) Lou, X. B.; He, L.; Qian, Y.; Liu, Y. M.; Cao, Y.; Fan, K. N. Adv. Synth. Catal. 2011, 353 (2–3), 281. doi: 10.1002/adsc.201000621
30. [30]
  (30) Yu, L.; Zhang, Q.; Li, S. S.; Huang, J.; Liu, Y. M.; He, H. Y.; Cao, Y. ChemSusChem 2015, 8 (18), 3029. doi: 10.1002/cssc.201500869
31. [31]
  (31) Hunger, K. Industrial Dyes: Chemistry, Properties, Applications; Wiley: Chichester, 2007.
32. [32]
  (32) Lee, K. M.; White, T. J. Polymers 2011, 3 (3), 1447.
33. [33]
  (33) Cusati, T.; Granucci, G.; Persico, M. J. Am. Chem. Soc. 2011, 133 (13), 5109. doi: 10.1021/ja1113529
34. [34]
  (34) Grirrane, A.; Corma, A.; García, H. Science 2008, 322 (5908), 1661. doi: 10.1126/science.1166401
35. [35]
  (35) Zhang, C.; Jiao, N. Angew. Chem. Int. Edit. 2010, 49 (35), 6174. doi: 10.1002/anie.201001651
36. [36]
  (36) Liu, X.; Ye, S.; Li, H. Q.; Liu, Y. M.; Cao, Y.; Fan, K. N. Catal. Sci. Technol. 2013, 3 (12), 3200. doi: 10.1039/c3cy00533j
37. [37]
  (37) Liu, X.; Li, H. Q.; Ye, S.; Liu, Y. M.; He, H. Y.; Cao, Y. Angew. Chem. Int. Edit. 2014, 53 (29), 7624. doi: 10.1002/anie.201404543
38. [38]
  (38) Lindlar, H. Helv. Chim. Acta 1952, 35 (2), 446.
39. [39]
  (39) Jia, J.; Haraki, K.; Kondo, J. N.; Domen K.; Tamaru, K. J. Phys. Chem. B 2000, 104 (47), 11153. doi: 10.1021/jp001213d
40. [40]
  (40) Segura, Y.; López, N.; Pérez-Ramírez, J. J. Catal. 2007, 247 (7), 383.
41. [41]
  (41) Yan, M.; Jin, T.; Ishikawa, Y.; Minato, T.; Fujita, T.; Chen, L. Y.; Bao, M.; Asao, N.; Chen, M. W.; Yamamoto, Y. J. Am. Chem. Soc. 2012, 134 (42), 17536. doi: 10.1021/ja3087592
42. [42]
  (42) Li, S. S.; Liu, X.; Liu, Y. M.; He, H. Y.; Fan, K. N.; Cao, Y. Chem. Commun. 2014, 50 (42), 5626. doi: 10.1039/c4cc01595a
43. [43]
  (43) Lowry, T. H.; Richardson, K. S. Mechanism and Theory in Organic Chemistry; Harper and Row: New York, 1987.
44. [44]
  (44) Rybtchinski, B.; Cohen, R.; Ben-David, Y.; Martin, J. M. L.; Milstein, D. J. Am. Chem. Soc. 2003, 125 (36), 11041. doi: 10.1021/ja029197g
45. [45]
  (45) Sridharan, V.; Suryavanshi, P. A.; Menéndez, J. C. Chem. Rev. 2011, 111 (11), 7157. doi: 10.1021/cr100307m
46. [46]
  (46) Garcia-Mota, M.; Gómez-Diaz, J.; Novell-Leruth, G.; Vargas-Fuentes, C.; Bellarosa, L.; Bridier, B.; Pérez-Ramírez, J.; López, N. Theor. Chem. Acc. 2011, 128 (4), 663.
47. [47]
  (47) Ren, D.; He, L.; Yu, L.; Ding, R. S.; Liu, Y. M.; Cao, Y.; He, H. Y.; Fan, K. N. J. Am. Chem. Soc. 2012, 134 (42), 17592. doi: 10.1021/ja3066978
48. [48]
  (48) Yan, M.; Jin, T.; Chen, Q.; Ho, H. E.; Fujita, T.; Chen, L. Y.; Bao, M.; Chen, M. W.; Asao, N.; Yamamoto, Y. Org. Lett. 2013, 15 (7), 1484. doi: 10.1021/ol400229z
49. [49]
  (49) Tao, L.; Zhang, Q.; Li, S. S.; Liu, X.; Liu, Y. M.; Cao, Y. Adv. Synth. Catal. 2015, 357 (4), 753. doi: 10.1002/adsc.v357.4
50. [50]
  (50) Gomez, S.; Peters, J. A.; Maschmeyer, T. Adv. Synth. Catal. 2002, 344 (10), 1037.
51. [51]
  (51) Abdel-Magid, A. F.; Carson, K. G.; Harris, B. D.; Maryanoff, C. A.; Shah, R. D. J. Org. Chem. 1996, 61 (11), 3849. doi: 10.1021/jo960057x
52. [52]
  (52) Storer, R. I.; Carrera, D. E.; Ni, Y.; MacMillan, D. W. C. J. Am. Chem. Soc. 2006, 128 (1), 84. doi: 10.1021/ja057222n
53. [53]
  (53) Hoffmann, S.; Nicoletti, M.; List, B. J. Am. Chem. Soc. 2006, 128 (40), 13074. doi: 10.1021/ja065404r
54. [54]
  (54) Yamane, Y.; Liu, X. H.; Hamasaki, A.; Ishida, T.; Haruta, M.; Yokoyama, T.; Tokunga, M. Org. Lett. 2009, 11 (22), 5162. doi: 10.1021/ol902061j
55. [55]
  (55) Artiukha, E. A.; Nuzhdin, A. L.; Bukhtiyarova, G. A.; Zaytsev, S.Y.; Plyusnin, P. E.; Shubin, Y. V.; Bukhtiyarova, V. I. Catal. Sci. Technol. 2015, 5 (10), 4741. doi: 10.1039/C5CY00964B
56. [56]
  (56) Yang, Q.; Wang, Q. F.; Yu, Z. K. Chem. Soc. Rev. 2015, 44 (8), 2305. doi: 10.1039/C4CS00496E
57. [57]
  (57) Yang, H. M.; Cui, X. J; Dai, X. C.; Deng, Y. Q.; Shi, F. Nat. Commun. 2015, 6, 6478. doi: 10.1038/ncomms7478
58. [58]
  (58) Shimizu, K. Catal. Sci. Technol. 2015, 5 (3), 1412. doi: 10.1039/C4CY01170H
59. [59]
  (59) Tang, C. H.; He, L.; Liu, Y. M.; Cao, Y.; He, H. Y.; Fan, K. N. Chem. Eur. J. 2011, 17 (26), 7172. doi: 10.1002/chem.201100393
60. [60]
  (60) He, L.; Lou, X. B.; Ni, J.; Liu, Y. M.; Cao, Y.; He, H. Y.; Fan, K. N. Chem. Eur. J. 2010, 16 (47), 13965. doi: 10.1002/chem.v16.47
61. [61]
  (61) Bi, Q. Y.; Du, X. L.; Liu, Y. M.; Cao, Y.; He, H. Y.; Fan, K. N. J. Am. Chem. Soc. 2012, 134 (21), 8926. doi: 10.1021/ja301696e
62. [62]
  (62) Bi, Q. Y.; Lin, J. D.; Liu, Y. M.; Du, X. L.; Wang, J. Q.; He, H. Y.; Cao, Y. Angew. Chem. Int. Edit. 2015, 53 (49), 13583.
63. [63]
  (63) Reddy, P. G.; Kumar, G. D. K.; Baskaran, S. Tetrahedron Lett. 2000, 41 (47), 9149. doi: 10.1016/S0040-4039(00)01636-1
64. [64]
  (64) Kulkarni, A.; Gianatassio, R.; Török, B. Synthesis 2011, No. 8, 1227.
65. [65]
  (65) Yan, Z. P.; Lin, L.; Liu, S. J. Energy Fuels 2009, 23 (8), 3853. doi: 10.1021/ef900259h
66. [66]
  (66) Du, X. L.; He, L.; Zhao, S.; Liu, Y. M.; Cao, Y.; He, H. Y.; Fan, K. N. Angew. Chem. Int. Edit. 2011, 123 (34), 7961. doi: 10.1002/ange.v123.34
67. [67]
  (67) Du, X. L.; Bi, Q. Y.; Liu, Y. M.; Cao, Y.; Fan, K. N. ChemSusChem 2011, 4 (12), 1838. doi: 10.1002/cssc.v4.12
1. [1]
  Yurong Tang , Yunren Shi , Yi Xu , Bo Qin , Yanqin Xu , Yunfei Cai . Innovative Experiment and Course Transformation Practice of Visible-Light-Mediated Photocatalytic Synthesis of Isoquinolinone. University Chemistry, 2024, 39(5): 296-306. doi: 10.3866/PKU.DXHX202311087
2. [2]
  Tao Cao , Fang Fang , Nianguang Li , Yinan Zhang , Qichen Zhan . Green Synthesis of p-Hydroxybenzonitrile Catalyzed by Spinach Extracts under Red-Light Irradiation: Research and Exploration of Innovative Experiments for Pharmacy Undergraduates. University Chemistry, 2024, 39(5): 63-69. doi: 10.3866/PKU.DXHX202309098
3. [3]
  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
4. [4]
  Jinyao Du , Xingchao Zang , Ningning Xu , Yongjun Liu , Weisi Guo . Electrochemical Thiocyanation of 4-Bromoethylbenzene. University Chemistry, 2024, 39(6): 312-317. doi: 10.3866/PKU.DXHX202310039
5. [5]
  Feng Sha , Xinyan Wu , Ping Hu , Wenqing Zhang , Xiaoyang Luan , Yunfei Ma . Design of Course Ideology and Politics for the Comprehensive Organic Synthesis Experiment of Benzocaine. University Chemistry, 2024, 39(2): 110-115. doi: 10.3866/PKU.DXHX202307082
6. [6]
  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
7. [7]
  Jiapei Zou , Junyang Zhang , Xuming Wu , Cong Wei , Simin Fang , Yuxi Wang . A Comprehensive Experiment Based on Electrocatalytic Nitrate Reduction into Ammonia: Synthesis, Characterization, Performance Exploration, and Applicable Design of Copper-based Catalysts. University Chemistry, 2024, 39(6): 373-382. doi: 10.3866/PKU.DXHX202312081
8. [8]
  Minna Ma , Yujin Ouyang , Yuan Wu , Mingwei Yuan , Lijuan Yang . Green Synthesis of Medical Chemiluminescence Reagents by Photocatalytic Oxidation. University Chemistry, 2024, 39(5): 134-143. doi: 10.3866/PKU.DXHX202310093
9. [9]
  Hailang JIA , Hongcheng LI , Pengcheng JI , Yang TENG , Mingyun GUAN . Preparation and performance of N-doped carbon nanotubes composite Co₃O₄ as oxygen reduction reaction electrocatalysts. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 693-700. doi: 10.11862/CJIC.20230402
10. [10]
  Kun WANG , Wenrui LIU , Peng JIANG , Yuhang SONG , Lihua CHEN , Zhao DENG . Hierarchical hollow structured BiOBr-Pt catalysts for photocatalytic CO₂ reduction. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1270-1278. doi: 10.11862/CJIC.20240037
11. [11]
  Zhiquan Zhang , Baker Rhimi , Zheyang Liu , Min Zhou , Guowei Deng , Wei Wei , Liang Mao , Huaming Li , Zhifeng Jiang . Insights into the Development of Copper-based Photocatalysts for CO₂ Conversion. Acta Physico-Chimica Sinica, 2024, 40(12): 2406029-. doi: 10.3866/PKU.WHXB202406029
12. [12]
  Guimin ZHANG , Wenjuan MA , Wenqiang DING , Zhengyi FU . Synthesis and catalytic properties of hollow AgPd bimetallic nanospheres. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 963-971. doi: 10.11862/CJIC.20230293
13. [13]
  Yi YANG , Shuang WANG , Wendan WANG , Limiao CHEN . Photocatalytic CO₂ reduction performance of Z-scheme Ag-Cu₂O/BiVO₄ photocatalyst. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 895-906. doi: 10.11862/CJIC.20230434
14. [14]
  Wei Zhong , Dan Zheng , Yuanxin Ou , Aiyun Meng , Yaorong Su . K原子掺杂高度面间结晶的g-C₃N₄光催化剂及其高效H₂O₂光合成. Acta Physico-Chimica Sinica, 2024, 40(11): 2406005-. doi: 10.3866/PKU.WHXB202406005
15. [15]
  Guojie Xu , Fang Yu , Yunxia Wang , Meng Sun . Introduction to Metal-Catalyzed β-Carbon Elimination Reaction of Cyclopropenones. University Chemistry, 2024, 39(8): 169-173. doi: 10.3866/PKU.DXHX202401060
16. [16]
  Juan WANG , Zhongqiu WANG , Qin SHANG , Guohong WANG , Jinmao LI . NiS and Pt as dual co-catalysts for the enhanced photocatalytic H₂ production activity of BaTiO₃ nanofibers. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1719-1730. doi: 10.11862/CJIC.20240102
17. [17]
  Bing LIU , Huang ZHANG , Hongliang HAN , Changwen HU , Yinglei ZHANG . Visible light degradation of methylene blue from water by triangle Au@TiO₂ mesoporous catalyst. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 941-952. doi: 10.11862/CJIC.20230398
18. [18]
  Liangzhen Hu , Li Ni , Ziyi Liu , Xiaohui Zhang , Bo Qin , Yan Xiong . A Green Chemistry Experiment on Electrochemical Synthesis of Benzophenone. University Chemistry, 2024, 39(6): 350-356. doi: 10.3866/PKU.DXHX202312001
19. [19]
  Endong YANG , Haoze TIAN , Ke ZHANG , Yongbing LOU . Efficient oxygen evolution reaction of CuCo₂O₄/NiFe-layered bimetallic hydroxide core-shell nanoflower sphere arrays. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 930-940. doi: 10.11862/CJIC.20230369
20. [20]
  Qiangqiang SUN , Pengcheng ZHAO , Ruoyu WU , Baoyue CAO . Multistage microporous bifunctional catalyst constructed by P-doped nickel-based sulfide ultra-thin nanosheets for energy-efficient hydrogen production from water electrolysis. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1151-1161. doi: 10.11862/CJIC.20230454

Get Citation

PDF

XML

Metrics

PDF Downloads(2)
Abstract views(334)
HTML views(28)

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