Citation: LIU Wei, LI Xia, LI Yin-Feng, ZHAO Jin-An, WU Ben-Lai, SONG Mao-Ping. Synthesis, Crystal Structure and Electrochemical Metal Cation Recognition Investigation of Fe (C₅H₄-CH₂-Trp-OMe)₂[J]. Chinese Journal of Inorganic Chemistry, ;2017, 33(7): 1243-1248. doi: 10.11862/CJIC.2017.127 shu

Synthesis, Crystal Structure and Electrochemical Metal Cation Recognition Investigation of Fe (C₅H₄-CH₂-Trp-OMe)₂

LIU Wei ¹ ,
LI Xia ^1,, ,
LI Yin-Feng ¹ ,
ZHAO Jin-An ¹ ,
WU Ben-Lai ² ,
SONG Mao-Ping ²

1.
College of Materials and Chemical Engineering, Henan University of Urban Construction, Pingdingshan, Henan 467044, China
2.
College of Chemistry and Molecular Engineering, Zhengzhou University, Zhengzhou 450001, China

Corresponding author: LI Xia, lixia@hncj.edu.cn
Received Date: 10 March 2017
Revised Date: 19 April 2017

Figures(5)

A simple and efficient two-steps one-pot synthetic methodology for the preparation of Fe (C₅H₄-CH₂-Trp-OMe)₂(FcL) is described, and FcL was fully characterized by NMR spectroscopic techniques, mass spectrometry (HRMS) and IR.The crystal structure of FcL was determined by X-ray single crystal structure analysis.The cyclic voltammetric behavior of FcL showed one pair of well-defined and stable redox waves in potential range of 0.0~0.9 V at GC electrode, which attributed to the Fc/Fc⁺ redox process.Electrochemical investigations of FcL have demonstrated that addition of Zn²⁺ and Cu²⁺ results in large shifts of respective Fc/Fc⁺ redox couple to more positive potentials, 342 and 335 mV, respectively, and this suggests that FcL has good ability in recognizing of the vital Zn²⁺ and Cu²⁺.
- ferrocene,
- bioorganometalic chemistry,
- electrochemistry,
- metal cation sensing
1. [1]
  Moriuchi T, Nomoto A, Yoshida K, et al. J. Organomet. Chem., 1999, 589:50-58 doi: 10.1016/S0022-328X(99)00301-0
2. [2]
  Metzler-Nolte N. Angew. Chem., 2001, 113:1072-1076 doi: 10.1002/(ISSN)1521-3757
3. [3]
  Fish R H, Jaouen G. Organometallics, 2003, 22:2166-2177 doi: 10.1021/om0300777
4. [4]
  Itoh T, Shirakami S, Ishida N, et al. Bioorg. Med. Chem. Lett., 2000, 10:1657-1659 doi: 10.1016/S0960-894X(00)00313-9
5. [5]
  Moriuchi T, Nomoto A, Yoshida K, et al. Organometallics, 2001, 20:1008-1013 doi: 10.1021/om000879r
6. [6]
  Plenio H, Aberle C. Organometallics, 1997, 16:5950-5957 doi: 10.1021/om970681f
7. [7]
  Sheehy M J, Gallagher J F, Yamashita M, et al. J. Organomet. Chem., 2004, 689:1511-1520 doi: 10.1016/j.jorganchem.2004.02.001
8. [8]
  Kealy T J, Pauson P L. Nature, 1951, 168:1039-1040
9. [9]
  van Staveren D R, Metzler-Nolte N. Chem. Rev., 2004, 104:5931-5986 doi: 10.1021/cr0101510
10. [10]
  Sun B, Ou Z P, Meng D Y, et al. Inorg. Chem., 2014, 53:8600-8609 doi: 10.1021/ic501210t
11. [11]
  Corry A J, Goel A, Alley S R, et al. J. Organomet. Chem., 2007, 692:1405-1410 doi: 10.1016/j.jorganchem.2006.10.018
12. [12]
  Xu Y M, Kraatz H B. Tetrahedron Lett., 2001, 42:2601-2603 doi: 10.1016/S0040-4039(01)00251-9
13. [13]
  ZHU Jia-Li, ZHANG Xiu-Feng, FANG Yuan-Yuan, et al. Chinese J. Inorg. Chem., 2013, 29(1):199-205
14. [14]
15. [15]
  ZHANG Xin, QIN Yan-Zhi, XIAO Fei, et al. Chinese J. Inorg. Chem., 2012, 28(5):1015-1018
16. [16]
  Moriuchi T, Nomoto A, Yoshida K, et al. J. Am. Chem. Soc., 2001, 123:68-75 doi: 10.1021/ja002869n
17. [17]
  Maricic S, Frejd T. J. Org. Chem., 2002, 67:7600-7606 doi: 10.1021/jo020353b
18. [18]
  Gallagher J F, Kenny P T M, Sheehy M J. Inorg. Chem. Commun., 1999, 2:200-202 doi: 10.1016/S1387-7003(99)00048-9
19. [19]
  Huang H, Mu L J, He J Q, et al. J. Org. Chem., 2003, 68:7605-7611 doi: 10.1021/jo030105v
20. [20]
  HAN Qian-Wei, ZHU Xiao-Qing, HU Xu-Bo, et al. Chem. J. Chinese Universities, 2002, 23(11):2076-2079 doi: 10.3321/j.issn:0251-0790.2002.11.009
21. [21]
  Goel A, Brennan N, Brady N, et al. Biosens. Bioelectro., 2007, 22:2047-2050 doi: 10.1016/j.bios.2006.09.005
22. [22]
  Fang Y, Zhou Y, Rui Q Q, et al. Organometallics, 2015, 34:2962-2970 doi: 10.1021/acs.organomet.5b00285
23. [23]
  Romero T, Orenes R A, Tárraga A, et al. Organometallics, 2013, 32:5740-5753 doi: 10.1021/om4002457
24. [24]
  Li C T, Cao Q Y, Li J J, et al. Inorg. Chim. Acta, 2016, 449:31-37 doi: 10.1016/j.ica.2016.04.047
25. [25]
  Manivannan R, Elango K P. J. Organomet. Chem., 2015, 799-800:99-107 doi: 10.1016/j.jorganchem.2015.09.029
26. [26]
  Liu W, Zheng H J, Du L Z, et al. Z. Anorg. Allg. Chem., 2010, 636:236-241 doi: 10.1002/zaac.v636:1
27. [27]
  Wang M C, Hou X H, Chi C X, et al. Tetrahedron:Asymmetry, 2006, 17:2126-2132 doi: 10.1016/j.tetasy.2006.07.028
28. [28]
  Sheldrick G M.. SHELX-97, Program for the Solution and the Refinement of Crystal Structures[J]. University of Göttingen, Germany, 1997.
29. [29]
  Liu W, Li X, Li Z Y, et al. Inorg. Chem. Commun., 2007, 10:1485-1488 doi: 10.1016/j.inoche.2007.09.015
30. [30]
  Beer P D, Gale P A, Chen G Z. J. Chem. Soc., Dalton Trans., 1999:1897-1910
31. [31]
  Miller S R, Gustowski D A, Chen Z H, et al. Anal. Chem., 1988, 60:2021-2024 doi: 10.1021/ac00170a007
32. [32]
  Reynes O, Maillard F, Moutet J C, et al. J. Organomet. Chem., 2001, 637-639:356-363 doi: 10.1016/S0022-328X(01)00935-4
1. [1]
  Jianfeng Yan , Yating Xiao , Xin Zuo , Caixia Lin , Yaofeng Yuan . Comprehensive Chemistry Experimental Design of Ferrocenylphenyl Derivatives. University Chemistry, 2024, 39(4): 329-337. doi: 10.3866/PKU.DXHX202310005
2. [2]
  Bing WEI , Jianfan ZHANG , Zhe CHEN . Research progress in fine tuning of bimetallic nanocatalysts for electrocatalytic carbon dioxide reduction. Chinese Journal of Inorganic Chemistry, 2025, 41(3): 425-439. doi: 10.11862/CJIC.20240201
3. [3]
  Zihan Lin , Wanzhen Lin , Fa-Jie Chen . Electrochemical Modifications of Native Peptides. University Chemistry, 2025, 40(3): 318-327. doi: 10.12461/PKU.DXHX202406089
4. [4]
  Cen Zhou , Biqiong Hong , Yiting Chen . Application of Electrochemical Techniques in Supramolecular Chemistry. University Chemistry, 2025, 40(3): 308-317. doi: 10.12461/PKU.DXHX202406086
5. [5]
  Yongming Zhu , Huili Hu , Yuanchun Yu , Xudong Li , Peng Gao . Construction and Practice on New Form Stereoscopic Textbook of Electrochemistry for Energy Storage Science and Engineering: Taking Basic Course of Electrochemistry as an Example. University Chemistry, 2024, 39(8): 44-47. doi: 10.3866/PKU.DXHX202312086
6. [6]
  Linbao Zhang , Weisi Guo , Shuwen Wang , Ran Song , Ming Li . Electrochemical Oxidation of Sulfides to Sulfoxides. University Chemistry, 2024, 39(11): 204-209. doi: 10.3866/PKU.DXHX202401009
7. [7]
  Hongyi LI , Aimin WU , Liuyang ZHAO , Xinpeng LIU , Fengqin CHEN , Aikui LI , Hao HUANG . Effect of Y(PO₃)₃ double-coating modification on the electrochemical properties of Li[Ni_0.8Co_0.15Al_0.05]O₂. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1320-1328. doi: 10.11862/CJIC.20230480
8. [8]
  Shengbiao Zheng , Liang Li , Nini Zhang , Ruimin Bao , Ruizhang Hu , Jing Tang . Metal-Organic Framework-Derived Materials Modified Electrode for Electrochemical Sensing of Tert-Butylhydroquinone: A Recommended Comprehensive Chemistry Experiment for Translating Research Results. University Chemistry, 2024, 39(7): 345-353. doi: 10.3866/PKU.DXHX202310096
9. [9]
  Tiantian MA , Sumei LI , Chengyu ZHANG , Lu XU , Yiyan BAI , Yunlong FU , Wenjuan JI , Haiying YANG . Methyl-functionalized Cd-based metal-organic framework for highly sensitive electrochemical sensing of dopamine. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 725-735. doi: 10.11862/CJIC.20230351
10. [10]
  Yifei Cheng , Jiahui Yang , Wei Shao , Wanqun Zhang , Wanqun Hu , Weiwei Li , Kaiping Yang . Learning Goes Beyond the Written Word: Practical Insights from the “Leaf Electroplating” Popular Science Experiment. University Chemistry, 2024, 39(9): 319-327. doi: 10.3866/PKU.DXHX202310033
11. [11]
  Kuaibing Wang , Honglin Zhang , Wenjie Lu , Weihua Zhang . Experimental Design and Practice for Recycling and Nickel Content Detection from Waste Nickel-Metal Hydride Batteries. University Chemistry, 2024, 39(11): 335-341. doi: 10.12461/PKU.DXHX202403084
12. [12]
  Lu XU , Chengyu ZHANG , Wenjuan JI , Haiying YANG , Yunlong FU . Zinc metal-organic framework with high-density free carboxyl oxygen functionalized pore walls for targeted electrochemical sensing of paracetamol. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 907-918. doi: 10.11862/CJIC.20230431
13. [13]
  Jing SU , Bingrong LI , Yiyan BAI , Wenjuan JI , Haiying YANG , Zhefeng Fan . Highly sensitive electrochemical dopamine sensor based on a highly stable In-based metal-organic framework with amino-enriched pores. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1337-1346. doi: 10.11862/CJIC.20230414
14. [14]
  Peiran ZHAO , Yuqian LIU , Cheng HE , Chunying DUAN . A functionalized Eu³⁺ metal-organic framework for selective fluorescent detection of pyrene. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 713-724. doi: 10.11862/CJIC.20230355
15. [15]
  Ran HUO , Zhaohui ZHANG , Xi SU , Long CHEN . Research progress on multivariate two dimensional conjugated metal organic frameworks. Chinese Journal of Inorganic Chemistry, 2024, 40(11): 2063-2074. doi: 10.11862/CJIC.20240195
16. [16]
  Xiangyu CAO , Jiaying ZHANG , Yun FENG , Linkun SHEN , Xiuling ZHANG , Juanzhi YAN . Synthesis and electrochemical properties of bimetallic-doped porous carbon cathode material. Chinese Journal of Inorganic Chemistry, 2025, 41(3): 509-520. doi: 10.11862/CJIC.20240270
17. [17]
  Xiaoling LUO , Pintian ZOU , Xiaoyan WANG , Zheng LIU , Xiangfei KONG , Qun TANG , Sheng WANG . Synthesis, crystal structures, and properties of lanthanide metal-organic frameworks based on 2, 5-dibromoterephthalic acid ligand. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1143-1150. doi: 10.11862/CJIC.20230271
18. [18]
  Yongzhi LI , Han ZHANG , Gangding WANG , Yanwei SUI , Lei HOU , Yaoyu WANG . A two-dimensional metal-organic framework for the determination of nitrofurantoin and nitrofurazone in aqueous solution. Chinese Journal of Inorganic Chemistry, 2025, 41(2): 245-253. doi: 10.11862/CJIC.20240307
19. [19]
  Shiyang He , Dandan Chu , Zhixin Pang , Yuhang Du , Jiayi Wang , Yuhong Chen , Yumeng Su , Jianhua Qin , Xiangrong Pan , Zhan Zhou , Jingguo Li , Lufang Ma , Chaoliang Tan . 铂单原子功能化的二维Al-TCPP金属-有机框架纳米片用于增强光动力抗菌治疗. Acta Physico-Chimica Sinica, 2025, 41(5): 100046-. doi: 10.1016/j.actphy.2025.100046
20. [20]
  Kun Xu , Xinxin Song , Zhilei Yin , Jian Yang , Qisheng Song . Comprehensive Experimental Design of Preferential Orientation of Zinc Metal by Heat Treatment for Enhanced Electrochemical Performance. University Chemistry, 2024, 39(4): 192-197. doi: 10.3866/PKU.DXHX202309050

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(2525)
HTML views(1052)

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, Crystal Structure and Electrochemical Metal Cation Recognition Investigation of Fe (C5H4-CH2-Trp-OMe)2

Metrics

通讯作者: 陈斌, bchen63@163.com

Synthesis, Crystal Structure and Electrochemical Metal Cation Recognition Investigation of Fe (C₅H₄-CH₂-Trp-OMe)₂