Citation: Xie An, Pan Zhonghua, Luo Genggeng. Synthesis of Six Bio-Inspired Nickel-Based Complexes Ligated with Diselenolate Derivatives and Diphosphine Ligands, and Application to Electrocatalytic H₂ Evolution[J]. Acta Physico-Chimica Sinica, ;2021, 37(3): 191005. doi: 10.3866/PKU.WHXB201910058 shu

Synthesis of Six Bio-Inspired Nickel-Based Complexes Ligated with Diselenolate Derivatives and Diphosphine Ligands, and Application to Electrocatalytic H₂ Evolution

Xie An ¹ ,
Pan Zhonghua ² ,
Luo Genggeng ^2,3,,

1.
Key Laboratory of Functional Materials and Applications of Fujian Province, School of Materials Science and Engineering, Xiamen University of Technology, Xiamen 361024, Fujian Province, China
2.
College of Materials Science and Engineering, Huaqiao University, Xiamen 361021, Fujian Province, China
3.
State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou 350002, China

Corresponding author: Luo Genggeng, ggluo@hqu.edu.cn
Received Date: 28 October 2019
Revised Date: 8 December 2019
Accepted Date: 26 December 2019
Available Online: 31 December 2019
Fund Project: The project was supported by the National Natural Science Foundation of China (21641011) and the Fujian Key Laboratory of Functional Materials and Applications, China (fma2017107)the Fujian Key Laboratory of Functional Materials and Applications, China fma2017107the National Natural Science Foundation of China 21641011

In recent years, there has been an intense effort to develop renewable alternatives to fossil fuels for meeting the ever-increasing global energy need. Molecular dihydrogen (H₂) is the ideal energy carrier for the 21st century because it has high energy density and its combustion releases only water, and electrocatalysis is a powerful tool for its wide use. Developing new H₂-evolving molecular electrocatalysts with cheap and earth-abundant elements is highly desirable. Among all kinds of H₂-generating catalysts, [NiFe]-hydrogenases (H₂ases) have the active site featuring a redox-active {Ni(cysteinate)₄} center bridged through two of its cysteine residues to a redox-inactive {Fe(CN₂)(CO)} moiety. As a class of known natural enzymes, [NiFe]-H₂ases are promising candidates because they have inexpensive nickel and/or iron atoms at the active sites and can catalyze the reversible reduction of H⁺ to H₂ with high efficiency comparable to the noble-metal platinum. However, the catalytic behaviors of most artificial H₂ases-like active sites are usually inhibited by the existence of a small amount of O₂, which strongly limit their practical application. As such, it is attractive to develop new analogues of enzyme active sites to address this issue. On the other hand, [NiFeSe]-H₂ases, which are obtained by the introduction of Se into [NiFe]-H₂ases, have exceptional properties conducive for H₂ production, such as high H₂ generation performance, marginal inhibition by H₂, and high tolerance to O₂. The mechanistic understanding of [NiFeSe]-H₂ases function guides the design and synthesis of Se-substituted Ni-based molecular catalysts, and selection of suitable bio-inspired catalysts enables applications in catalysis for hydrogen evolution reaction (HER). In this contribution, six bio-inspired neutral nickel-based complexes (2a–2c, 3a–3b, 4) with diselenolate derivatives and diphosphine ligands have been prepared and structurally characterized. These complexes are important in the function of [NiFeSe]-hydrogenase models toward their application as electrocatalysts for the HER. The substituent effects of diselenolate and diphosphine ligands on the catalytic activities of hydrogen production by these nickel(Ⅱ) complexes are studied experimentally. When using a glassy carbon electrode, all the complexes are efficient electrocatalysts for H₂ production with different turnover frequencies (TOFs) of 12182 s^-1 (2a), 15385 s^-1 (2b), 20359 s^-1 (2c), 106 s^-1 (3a), 794 s^-1 (3b), 13580 s^-1 (4). The present results indicate that the nickel(Ⅱ) complex 2c ligated by a 4, 5-dimethyl-1, 2-benzenediselenolate and 1, 1'-bis(diphenylphosphino)ferrocene ligand, shows the highest efficiency, which surpasses the activity of a previously dppf-supported nickel(Ⅱ) 1, 2-benzenediselenolate with a TOF of 7838 s^-1. We believe that our results will encourage the development of the design of highly efficient Ni-based selenolate molecular catalysts.
- Electrocatalytic hydrogen evolution,
- Nickel-based complex,
- Molecular catalysis,
- Diselenolate derivative,
- Diphosphine ligand
1. [1]
  Chang, J. F.; Xiao, Y.; Luo, Z. Y.; Ge, J. J.; Liu, C. P.; Xing, W. Acta Phys. -Chim. Sin. 2016, 32 (7), 1556. doi: 10.3866/PKU.WHXB201604291
2. [2]
  Xiao, A.; Lu, H.; Zhao, Y.; Luo, G. G. Acta Phys. -Chim. Sin. 2016, 32 (12), 2968. doi: 10.3866/PKU.WHXB201609194
3. [3]
  Wang, M.; Chen, L.; Sun, L. Energy Environ. Sci. 2012, 5 (5), 6763. doi: 10.1039/C2EE03309G doi: 10.1039/C2EE03309G
4. [4]
  Luo, G. G.; Zhang, H. L.; Tao, Y. W.; Wu, Q. Y.; Tian, D.; Zhang, Q. C. Inorg. Chem. Frontier 2019, 6 (2), 354. doi: 10.1039/C8QI01220B doi: 10.1039/C8QI01220B
5. [5]
  Zhao, Y.; Wang, Y.; Wu, Q.; Lin, J.; Wu, S.; Hou, W.; Wu, R.; Luo, G. Chin. J. Catal. 2018, 39 (3), 517. doi: 10.1016/S1872-2067(17)62940-1 doi: 10.1016/S1872-2067(17)62940-1
6. [6]
  Schilter, D.; Camara, J. M.; Huynh, M. T.; Hammes-Schiffer, S.; Rauchfuss, T. B. Chem. Rev. 2016, 116 (15), 8693. doi: 10.1021/acs.chemrev.6b00180 doi: 10.1021/acs.chemrev.6b00180
7. [7]
  Luo, G. G.; Wang, Y. H.; Wang, J.; Wu, J.; Wu, R. Chem. Commun. 2017, 53 (52), 7007. doi: 10.1039/C7CC01942D doi: 10.1039/C7CC01942D
8. [8]
  Parkin, A.; Goldet, G.; Cavazza, C.; Fontecilla-Camps, J. C.; Armstrong, F. A. J. Am. Chem. Soc. 2008, 130 (40), 13410. doi: 10.1021/ja803657d doi: 10.1021/ja803657d
9. [9]
  Wombwell, C.; Caputo, C. A.; Reisner, E. Acc. Chem. Res. 2015, 4 8(11), 2858. doi: 10.1021/acs.accounts.5b00326 doi: 10.1021/acs.accounts.5b00326
10. [10]
  Wombwell, C.; Reisner, E. Chem. -Eur. J. 2015, 21 (22), 8096. doi: 10.1002/chem..201500311 doi: 10.1002/chem..201500311
11. [11]
  Xie, A.; Tao, Y. W.; Peng, C.; Luo, G. G. Inorg. Chem. Commun. 2019, 110, 107598. doi: 10.1016/j.inoche.2019.107598 doi: 10.1016/j.inoche.2019.107598
12. [12]
  Xie. A.; Pan, Z. H.; Yu, M.; Luo, G. G.; Sun, D. Chin. Chem. Lett. 2019, 30 (1), 225. doi: 10.1016/j.cclet.2018.05.003 doi: 10.1016/j.cclet.2018.05.003
13. [13]
  Luo, G. G.; Pan, Z. H.; Lin, J. Q.; Sun, D. Dalton Trans. 2018, 47 (44), 15633. doi: 10.1039/C8DT02831A doi: 10.1039/C8DT02831A
14. [14]
  Xie, A.; Zhu, J.; Luo, G. G. Int. J. Hydro. Energy. 2018, 43 (5), 2772. doi: 10.1016/j.ijhydene.2017.12.120 doi: 10.1016/j.ijhydene.2017.12.120
15. [15]
  Luo, G. G.; Fang, K.; Wu. J. H.; Dai, J. C.; Zhao, Q. H. Phys. Chem. Chem. Phys. 2014, 16 (43), 23884. doi: 10.1039/C4CP03343D doi: 10.1039/C4CP03343D
16. [16]
  Luo, G. G.; Lu, H.; Zhang, X. L.; Dai, J. C.; Wu, J. H.; Wu, J. J. Phys. Chem. Chem. Phys. 2015, 17 (15), 9716. doi: 10.1039/C5CP00732A doi: 10.1039/C5CP00732A
17. [17]
  Luo, G. G.; Fang, K.; Wu, J. H.; Mo, J. Chem. Commun. 2015, 51 (62), 12361. doi: 10.1039/C5CC0389A doi: 10.1039/C5CC0389A
18. [18]
  Pan, Z. H.; Tao, Y.W.; He, Q. F.; Wu, Q. Y.; Cheng, L. P.; Wei, Z. H.; Wu, J. H.; Lin, J. Q.; Sun, D.; Zhang, Q. C.; et al. Chem. -Eur. J. 2018, 24 (33), 8275. doi: 10.1002/chem..201801893 doi: 10.1002/chem..201801893
19. [19]
  Sandman, D. J.; Allen, G. W.; Acampora, L. A.; Stark, J. C.; Jansen, S.; Jones, M. T.; Ashwell, G. J.; Foxman, B. M. Inorg. Chem. 1987, 26 (11), 1664. doi: 10.1021/ic00258a007 doi: 10.1021/ic00258a007
20. [20]
  Highshi, T. ABSCOR, Empirical Absorption Correction Based on Fourier Series Approximations. Tokyo: Rigaku Corporation, 1995.
21. [21]
  Sheldrick, G. M. SHELXS-97, Program for X-ray Crystal Structure Determination. Germany: University of Gottingen, 1997.
22. [22]
  Sheldrick, G. M. SHELXL-97, Program for X-ray Crystal Structure Refinement. Germany: University of Gottingen, 1997.
23. [23]
  Li, X. C.; Luo, G. G.; Fang, K.; Zhou, J. W.; Zhao, Q. H.; Wu, R. B. Scientia Sinica Chim. 2015, 45 (8), 843. doi: 10.1360/N5-00046
24. [24]
  Wakerley, D. W.; Reisner, E. Energy Environ. Sci. 2015, 8 (8), 2283. doi: 10.1039/C5EE01167A doi: 10.1039/C5EE01167A
25. [25]
  Garrett, B. R.; Polen, S. M.; Click, K. A.; He, M.; Huang, Z.; Hadad, C. M.; Wu, Y. Inorg. Chem. 2016, 55 (8), 3960. doi: 10.1021/acs.inorgchem.6b00206 doi: 10.1021/acs.inorgchem.6b00206
1. [1]
  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
2. [2]
  Yingchun ZHANG , Yiwei SHI , Ruijie YANG , Xin WANG , Zhiguo SONG , Min WANG . Dual ligands manganese complexes based on benzene sulfonic acid and 2, 2′-bipyridine: Structure and catalytic properties and mechanism in Mannich reaction. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1501-1510. doi: 10.11862/CJIC.20240078
3. [3]
  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
4. [4]
  Bo YANG , Gongxuan LÜ , Jiantai MA . Nickel phosphide modified phosphorus doped gallium oxide for visible light photocatalytic water splitting to hydrogen. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 736-750. doi: 10.11862/CJIC.20230346
5. [5]
  Asif Hassan Raza , Shumail Farhan , Zhixian Yu , Yan Wu . 用于高效制氢的双S型ZnS/ZnO/CdS异质结构光催化剂. Acta Physico-Chimica Sinica, 2024, 40(11): 2406020-. doi: 10.3866/PKU.WHXB202406020
6. [6]
  Qilu DU , Li ZHAO , Peng NIE , Bo XU . Synthesis and characterization of osmium-germyl complexes stabilized by triphenyl ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1088-1094. doi: 10.11862/CJIC.20240006
7. [7]
  Kai CHEN , Fengshun WU , Shun XIAO , Jinbao ZHANG , Lihua ZHU . PtRu/nitrogen-doped carbon for electrocatalytic methanol oxidation and hydrogen evolution by water electrolysis. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1357-1367. doi: 10.11862/CJIC.20230350
8. [8]
  Tingyu Zhu , Hui Zhang , Wenwei Zhang . Exploration and Practice of Ideological and Political Education in the Course of Experiments on Chemical Functional Molecules: Synthesis and Catalytic Performance Study of Chiral Mn(III)Cl-Salen Complex. University Chemistry, 2024, 39(4): 75-80. doi: 10.3866/PKU.DXHX202311011
9. [9]
  Jianyin He , Liuyun Chen , Xinling Xie , Zuzeng Qin , Hongbing Ji , Tongming Su . ZnCoP/CdLa₂S₄肖特基异质结的构建促进光催化产氢. Acta Physico-Chimica Sinica, 2024, 40(11): 2404030-. doi: 10.3866/PKU.WHXB202404030
10. [10]
  Wenjiang LI , Pingli GUAN , Rui YU , Yuansheng CHENG , Xianwen WEI . C₆₀-MoP-C nanoflowers van der Waals heterojunctions and its electrocatalytic hydrogen evolution performance. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 771-781. doi: 10.11862/CJIC.20230289
11. [11]
  Yongpo Zhang , Xinfeng Li , Yafei Song , Mengyao Sun , Congcong Yin , Chunyan Gao , Jinzhong Zhao . Synthesis of Chlorine-Bridged Binuclear Cu(I) Complexes Based on Conjugation-Driven Cu(II) Oxidized Secondary Amines. University Chemistry, 2024, 39(5): 44-51. doi: 10.3866/PKU.DXHX202309092
12. [12]
  Wen YANG , Didi WANG , Ziyi HUANG , Yaping ZHOU , Yanyan FENG . La promoted hydrotalcite derived Ni-based catalysts: In situ preparation and CO₂ methanation performance. Chinese Journal of Inorganic Chemistry, 2024, 40(3): 561-570. doi: 10.11862/CJIC.20230276
13. [13]
  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
14. [14]
  Qingqing SHEN , Xiangbowen DU , Kaicheng QIAN , Zhikang JIN , Zheng FANG , Tong WEI , Renhong LI . Self-supporting Cu/α-FeOOH/foam nickel composite catalyst for efficient hydrogen production by coupling methanol oxidation and water electrolysis. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1953-1964. doi: 10.11862/CJIC.20240028
15. [15]
  Chenye An , Abiduweili Sikandaier , Xue Guo , Yukun Zhu , Hua Tang , Dongjiang Yang . 红磷纳米颗粒嵌入花状CeO₂分级S型异质结高效光催化产氢. Acta Physico-Chimica Sinica, 2024, 40(11): 2405019-. doi: 10.3866/PKU.WHXB202405019
16. [16]
  Jingzhao Cheng , Shiyu Gao , Bei Cheng , Kai Yang , Wang Wang , Shaowen Cao . 4-氨基-1H-咪唑-5-甲腈修饰供体-受体型氮化碳光催化剂的构建及其高效光催化产氢研究. Acta Physico-Chimica Sinica, 2024, 40(11): 2406026-. doi: 10.3866/PKU.WHXB202406026
17. [17]
  Youlin SI , Shuquan SUN , Junsong YANG , Zijun BIE , Yan CHEN , Li LUO . Synthesis and adsorption properties of Zn(Ⅱ) metal-organic framework based on 3, 3', 5, 5'-tetraimidazolyl biphenyl ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1755-1762. doi: 10.11862/CJIC.20240061
18. [18]
  Cheng Zheng , Shiying Zheng , Yanping Zhang , Shoutian Zheng , Qiaohua Wei . Synthesis, Copper Content Analysis, and Luminescent Performance Study of Binuclear Copper (I) Complexes with Isomeric Luminescence Shift: A Comprehensive Chemical Experiment Recommendation. University Chemistry, 2024, 39(7): 322-329. doi: 10.3866/PKU.DXHX202310131
19. [19]
  Qin Hu , Liuyun Chen , Xinling Xie , Zuzeng Qin , Hongbing Ji , Tongming Su . Ni掺杂构建电子桥及激活MoS₂惰性基面增强光催化分解水产氢. Acta Physico-Chimica Sinica, 2024, 40(11): 2406024-. doi: 10.3866/PKU.WHXB202406024
20. [20]
  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

Get Citation

PDF

XML

Metrics

PDF Downloads(7)
Abstract views(873)
HTML views(104)

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

Synthesis of Six Bio-Inspired Nickel-Based Complexes Ligated with Diselenolate Derivatives and Diphosphine Ligands, and Application to Electrocatalytic H2 Evolution

Metrics

通讯作者: 陈斌, bchen63@163.com

Synthesis of Six Bio-Inspired Nickel-Based Complexes Ligated with Diselenolate Derivatives and Diphosphine Ligands, and Application to Electrocatalytic H₂ Evolution