Citation: Liyun Huang, Hao Zhang, Yujie Cheng, Qingdi Sun, Tao Gan, Qian He, Xiaohui He, Hongbing Ji. Quasi-continuous synthesis of cobalt single atom catalysts for transfer hydrogenation of quinoline[J]. Chinese Chemical Letters, ;2022, 33(5): 2569-2572. doi: 10.1016/j.cclet.2021.10.004 shu

Quasi-continuous synthesis of cobalt single atom catalysts for transfer hydrogenation of quinoline

Liyun Huang ^{a, d, 1} ,
Hao Zhang ^{a, 1} ,
Yujie Cheng ^a ,
Qingdi Sun ^a ,
Tao Gan ^a ,
Qian He ^{a, *} ,
Xiaohui He ^{a, b} ,
Hongbing Ji ^{a, b, c, *}

a.
Fine Chemical Industry Research Institute, School of Chemistry, Sun Yat-sen University, Guangzhou 510275, China
b.
Huizhou Research Institute of Sun Yat-sen University, Huizhou 516216, China
c.
School of Chemical Engineering, Guangdong University of Petrochemical Technology, Maoming 525000, China
d.
School of Environmental and Chemical Engineering, Foshan University, Foshan 528000, China

heqian27@mail.sysu.edu.cn

jihb@mail.sysu.edu.cn

Received Date: 31 July 2021
Revised Date: 19 September 2021
Accepted Date: 4 October 2021
Available Online: 8 October 2021

Figures(3)

Improving the transfer hydrogenation of N-heteroarenes is of key importance for various industrial processes and remains a challenge so far. We reported here a microcapsule-pyrolysis strategy to quasi-continuous synthesis S, N co-doped carbon supported Co single atom catalysts (Co/SNC), which was used for transfer hydrogenation of quinoline with formic acid as the hydrogen donor. Given the unique geometric and electronic properties of the Co single atoms, the excellent catalytic activity, selectivity and stability were observed. Benefiting from the quasi-continuous synthesis method, the as-obtained catalysts provide a reference for the large-scale preparation of single atom catalysts without amplification effect. Highly catalytic performances and quasi-continuous preparation process, demonstrating a new and promising approach to rational design of atomically dispersed catalysts with maximum atomic efficiency in industrial.
- Quasi-continuous synthesis,
- Single atom catalysts,
- Microcapsule,
- Transfer hydrogenation,
- Quinoline
1. [1]
  M. Tang, J. Deng, M. Li, et al., Green Chem. 18(2016) 6082-6090. doi: 10.1039/C6GC01858K
2. [2]
  M. Pang, J.Y. Chen, S. Zhang, et al., Nat. Commun. 11(2020) 1249. doi: 10.1038/s41467-020-15118-x
3. [3]
  F. Chen, B. Sahoo, C. Kreyenschulte, et al., Chem. Sci. 8(2017) 6239-6246. doi: 10.1039/C7SC02062G
4. [4]
  S. Li, Y. Yang, Y. Wang, et al., Catal. Sci. Technol. 8(2018) 4314-4317. doi: 10.1039/C8CY00969D
5. [5]
  N. Zhang, Q. Shao, X. Xiao, X. Huang, Adv. Funct. Mater. 29(2019) 1808161. doi: 10.1002/adfm.201808161
6. [6]
  M. Guo, C. Li, Q. Yang, Catal. Sci. Technol. 7(2017) 2221-2227. doi: 10.1039/C7CY00394C
7. [7]
  A. Karakulina, A. Gopakumar, I. Akcok, et al., Angew. Chem. Int. Ed. 55(2016) 292-296. doi: 10.1002/anie.201507945
8. [8]
  M. Nasiruzzaman Shaikh, M.A. Aziz, A.N. Kalanthoden, et al., Catal. Sci. Technol. 8(2018) 4709-4717. doi: 10.1039/C8CY00936H
9. [9]
  D. Ren, L. He, L. Yu, et al., J. Am. Chem. Soc. 134(2012) 17592-17598. doi: 10.1021/ja3066978
10. [10]
  J. Zhao, Q. Li, S. Zhuang, et al., J. Phys. Chem. Lett. 9(2018) 7173-7179. doi: 10.1021/acs.jpclett.8b02784
11. [11]
  D. He, X. Xu, Y. Lu, M.J. Zhou, X. Xing, Org. Lett. 22(2020) 8458-8463. doi: 10.1021/acs.orglett.0c03064
12. [12]
  M. Fang, R.A. Sánchez-Delgado, J. Catal. 311(2018) 357-368. doi: 10.1016/j.jcat.2013.12.017
13. [13]
  Z. Wei, Y. Chen, J. Wang, et al., ACS Catal. 6(2016) 5816-5822. doi: 10.1021/acscatal.6b01240
14. [14]
  R. Yun, L. Hong, W. Ma, et al., ChemCatChem 12(2020) 129-134. doi: 10.1002/cctc.201901641
15. [15]
  J. Zhang, C. Liu, B. Zhang, Small Methods 3(2019) 1800481. doi: 10.1002/smtd.201800481
16. [16]
  S. Ji, Y. Chen, X. Wang, et al., Chem. Rev. 120(2020) 11900-11955. doi: 10.1021/acs.chemrev.9b00818
17. [17]
  H. Zhang, Y. Liu, T. Chen, J. Zhang, X.W. Lou, Adv. Mater. (2019) 1904548. doi: 10.1002/9781118782095.ch21
18. [18]
  X. Wu, H. Zhang, S. Zuo, et al., Nanomicro Lett. 13(2021) 136. doi: 10.1007/s40820-021-00668-6
19. [19]
  H. Zhang, Y. Wang, S. Zuo, et al., J. Am. Chem. Soc. 143(2021) 2173-2177. doi: 10.1021/jacs.0c08409
20. [20]
  L. Zhao, Y. Zhang, L. Huang, et al., Nat. Commun. 10(2019) 1278. doi: 10.1038/s41467-019-09290-y
21. [21]
  A. Han, W. Chen, S. Zhang, et al., Adv. Mater. 30(2018) 1706508. doi: 10.1002/adma.201706508
22. [22]
  P. Yin, T. Yao, Y. Wu, et al., Angew. Chem. Int. Ed. 55(2016) 10800-10805. doi: 10.1002/anie.201604802
23. [23]
  C. Jia, X. Wang, H. Yin, et al., J. Mater. Chem. A 9(2021) 2093-2098. doi: 10.1039/D0TA10907J
24. [24]
  K. Jiang, S. Siahrostami, T. Zheng, et al., Energ. Environ. Sci. 11(2018) 893-903. doi: 10.1039/C7EE03245E
25. [25]
  G. Xu, H. Zhang, W. Jing, H.X. Zhang, J. Ye, ACS Nano 12(2018) 5333-5340. doi: 10.1021/acsnano.8b00110
26. [26]
  J. Zhang, M. Zhang, Y. Zeng, et al., Small 15(2019) 1900307. doi: 10.1002/smll.201900307
27. [27]
  Y. Wang, S. Zhang, X. Meng, et al., ACS Appl. Mater. Inter. 13(2021) 503-513. doi: 10.1021/acsami.0c17599
28. [28]
  J. Wang, Q. Wang, W. She, et al., J. Power Sources 418(2019) 50-60. doi: 10.1016/j.jpowsour.2019.02.027
29. [29]
  R.Q. Zhong, C.X. Zhi, Y.X. Wu, et al., Chin. Chem. Lett. 31(2020) 1588-1592. doi: 10.1016/j.cclet.2019.12.004
30. [30]
  W.K. Wang, S.B. Zhang, Y.Y. Liu, et al., Chin. Chem. Lett. 32(2021) 805-810. doi: 10.1016/j.cclet.2020.04.013
31. [31]
  A.Q. Xiang, S. Xie, F. Pan, et al., Chin. Chem. Lett. 32(2021) 830-833. doi: 10.1016/j.cclet.2020.04.058
32. [32]
  H. Shi, Y. Li, P. Lu, Z.S. Wu, Acta Phys. 37(2021) 2008033.
33. [33]
  A. Han, W. Chen, S. Zhang, et al., Adv. Mater. 30(2018) e1706508. doi: 10.1002/adma.201706508
34. [34]
  T. Zhang, X. Han, H. Yang, et al., Angew. Chem. Int. Ed. 59(2020) 12055-12061. doi: 10.1002/anie.202002984
35. [35]
  H. Zhou, Y. Zhao, J. Gan, et al., J. Am. Chem. Soc. 142(2020) 12643-12650. doi: 10.1021/jacs.0c03415
36. [36]
  B.W. Zhang, Y. Jiao, D.L. Chao, et al., Adv. Funct. Mater. 29(2019) 1904206. doi: 10.1002/adfm.201904206
37. [37]
  K. Qi, X. Cui, L. Gu, et al., Nat. Commun. 10(2019) 5231. doi: 10.1038/s41467-019-12997-7
38. [38]
  J.C. Li, Y. Meng, L. Zhang, et al., Adv. Funct. Mater. 31(2021) 2103360. doi: 10.1002/adfm.202103360
39. [39]
  W. Liu, W. Hu, L. Yang, J. Liu, Nano Energy 73(2020) 104750. doi: 10.1016/j.nanoen.2020.104750
40. [40]
  P. Sabhapathy, I. Shown, A. Sabbah, et al., Nano Energy 80(2021) 105544. doi: 10.1016/j.nanoen.2020.105544
1. [1]
  Ming Huang , Xiuju Cai , Yan Liu , Zhuofeng Ke . Base-controlled NHC-Ru-catalyzed transfer hydrogenation and α-methylation/transfer hydrogenation of ketones using methanol. Chinese Chemical Letters, 2024, 35(7): 109323-. doi: 10.1016/j.cclet.2023.109323
2. [2]
  Chaozheng He , Pei Shi , Donglin Pang , Zhanying Zhang , Long Lin , Yingchun Ding . First-principles study of the relationship between the formation of single atom catalysts and lattice thermal conductivity. Chinese Chemical Letters, 2024, 35(6): 109116-. doi: 10.1016/j.cclet.2023.109116
3. [3]
  Shenglan Zhou , Haijian Li , Hongyi Gao , Ang Li , Tian Li , Shanshan Cheng , Jingjing Wang , Jitti Kasemchainan , Jianhua Yi , Fengqi Zhao , Wengang Qu . Recent advances in metal-loaded MOFs photocatalysts: From single atom, cluster to nanoparticle. Chinese Chemical Letters, 2025, 36(1): 110142-. doi: 10.1016/j.cclet.2024.110142
4. [4]
  Kuan Deng , Fei Yang , Zhi-Qi Cheng , Bi-Wen Ren , Hua Liu , Jiao Chen , Meng-Yao She , Le Yu , Xiao-Gang Liu , Hai-Tao Feng , Jian-Li Li . Construction of wavelength-tunable DSE quinoline salt derivatives by regulating the hybridization form of the nitrogen atom and intramolecular torsion angle. Chinese Chemical Letters, 2024, 35(10): 109464-. doi: 10.1016/j.cclet.2023.109464
5. [5]
  Yunhao Zhang , Yinuo Wang , Siran Wang , Dazhen Xu . Progress in Selective Construction of Functional Aromatics from Nitrogenous Cycloalkanes. University Chemistry, 2024, 39(11): 136-145. doi: 10.3866/PKU.DXHX202401083
6. [6]
  Muhammad Humayun , Mohamed Bououdina , Abbas Khan , Sajjad Ali , Chundong Wang . Designing single atom catalysts for exceptional electrochemical CO2 reduction. Chinese Journal of Structural Chemistry, 2024, 43(1): 100193-100193. doi: 10.1016/j.cjsc.2023.100193
7. [7]
  Zeyu Jiang , Yadi Wang , Changwei Chen , Chi He . Progress and challenge of functional single-atom catalysts for the catalytic oxidation of volatile organic compounds. Chinese Chemical Letters, 2024, 35(9): 109400-. doi: 10.1016/j.cclet.2023.109400
8. [8]
  Yuxiang Zhang , Jia Zhao , Sen Lin . Nitrogen doping retrofits the coordination environment of copper single-atom catalysts for deep CO2 reduction. Chinese Journal of Structural Chemistry, 2024, 43(11): 100415-100415. doi: 10.1016/j.cjsc.2024.100415
9. [9]
  Yiwen Xu , Chaozheng He , Chenxu Zhao , Ling Fu . Single-atom Ti doping on S-vacancy two-dimensional CrS₂ as a catalyst for ammonia synthesis: A DFT study. Chinese Chemical Letters, 2025, 36(4): 109797-. doi: 10.1016/j.cclet.2024.109797
10. [10]
  Xiujuan Wang , Yijie Wang , Luyun Cui , Wenqiang Gao , Xiao Li , Hong Liu , Weijia Zhou , Jingang Wang . Coordination-based synthesis of Fe single-atom anchored nitrogen-doped carbon nanofibrous membrane for CO₂ electroreduction with nearly 100% CO selectivity. Chinese Chemical Letters, 2024, 35(12): 110031-. doi: 10.1016/j.cclet.2024.110031
11. [11]
  Hang Wang , Qi Wang , Chuan-De Wu . Continuous synthesis of ammonia. Chinese Journal of Structural Chemistry, 2025, 44(3): 100437-100437. doi: 10.1016/j.cjsc.2024.100437
12. [12]
  Hui Jin , Qin Cai , Peiwen Liu , Yan Chen , Derong Wang , Weiping Zhu , Yufang Xu , Xuhong Qian . Multistep continuous flow synthesis of Erlotinib. Chinese Chemical Letters, 2024, 35(4): 108721-. doi: 10.1016/j.cclet.2023.108721
13. [13]
  Mei Peng , Wei-Min He . Photochemical synthesis and group transfer reactions of azoxy compounds. Chinese Chemical Letters, 2024, 35(8): 109899-. doi: 10.1016/j.cclet.2024.109899
14. [14]
  Xiao-Ya Yuan , Cong-Cong Wang , Bing Yu . Recent advances in FeCl₃-photocatalyzed organic reactions via hydrogen-atom transfer. Chinese Chemical Letters, 2024, 35(9): 109517-. doi: 10.1016/j.cclet.2024.109517
15. [15]
  Yu-Yu Tan , Lin-Heng He , Wei-Min He . Copper-mediated assembly of SO₂F group via radical fluorine-atom transfer strategy. Chinese Chemical Letters, 2024, 35(9): 109986-. doi: 10.1016/j.cclet.2024.109986
16. [16]
  Yuan Liu , Zhu Yin , Xintuo Yang , Jiajia Cheng . Advances in photocatalytic deracemization of sp³-hybridized chiral centers via hydrogen atom transfer. Chinese Chemical Letters, 2025, 36(5): 110521-. doi: 10.1016/j.cclet.2024.110521
17. [17]
  Fan Chen , Xiaoyu Zhao , Weihang Miao , Yingying Li , Ye Yuan , Lingling Chu . Regio- and enantioselective hydrofluorination of internal alkenes via nickel-catalyzed hydrogen atom transfer. Chinese Chemical Letters, 2025, 36(5): 110239-. doi: 10.1016/j.cclet.2024.110239
18. [18]
  Siwei Wang , Wei-Lei Zhou , Yong Chen . Cucurbituril and cyclodextrin co-confinement-based multilevel assembly for single-molecule phosphorescence resonance energy transfer behavior. Chinese Chemical Letters, 2024, 35(12): 110261-. doi: 10.1016/j.cclet.2024.110261
19. [19]
  Junchen Peng , Xue Yin , Dandan Dong , Zhongyuan Guo , Qinqin Wang , Minmin Liu , Fei He , Bin Dai , Chaofeng Huang . Promotion effect of epoxy group neighboring single-atom Cu site on acetylene hydrochlorination. Chinese Chemical Letters, 2024, 35(6): 109508-. doi: 10.1016/j.cclet.2024.109508
20. [20]
  Yuanyi Zhou , Ke Ma , Jinfeng Liu , Zirun Zheng , Bo Hu , Yu Meng , Zhizhong Li , Mingshan Zhu . Is reactive oxygen species the only way for cancer inhibition over single atom nanomedicine? Autophagy regulation also works. Chinese Chemical Letters, 2024, 35(6): 109056-. doi: 10.1016/j.cclet.2023.109056

Get Citation

PDF

XML

Metrics

PDF Downloads(4)
Abstract views(1134)
HTML views(130)

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