Citation: SONG Han, WANG Na-Na, LI Yue, RUAN Wen-Juan. Synthesis, Characterization and Properties of Terminal Alkynylate Modified Salen-Type Complexes[J]. Acta Physico-Chimica Sinica, ;2013, 29(11): 2300-2307. doi: 10.3866/PKU.WHXB201310091 shu

Synthesis, Characterization and Properties of Terminal Alkynylate Modified Salen-Type Complexes

1.
Department of Chemistry, Nankai University, Tianjin 300071, P. R. China

Received Date: 15 July 2013
Available Online: 9 October 2013
Fund Project: 国家自然科学基金(20671053)资助项目 (20671053)

We synthesized two terminal alkynyl modified Salen ligands, H₂Lⁿ, and their metal complexes, MLⁿ (n=1, 2, M=Ni, Cu, Mn). The ligands and complexes were characterized by ¹H nuclear magnetic resonance (¹H NMR) spectroscopy, electrospray ionization mass spectrometry (ESI-MS), elemental analysis, Fourier transform infrared (FT-IR) spectroscopy, and ultraviolet visible (UV-Vis) spectroscopy. The redox properties of the compounds were investigated with cyclic voltammetry (CV). Imine redox peaks appeared in the CV curves of all the ligands except H₂L¹. The Ni and Cu complexes underwent two single electron redox processes in the scanning range. Mn complexes gave a pair of quasi-reversible voltammetric peaks, which corresponded to the redox process between Mn(III)/Mn(II). Molar conductivity measurements of the complexes showed that they were all weak electrolytes with certain conductivity.
- Salen-type complex,
- Terminal alkynyl,
- Synthesis and characterization,
- Spectrum property,
- Cyclic voltammetry
1. [1]
  
  (1) (a) Nasr-Esfahani, M.; Moghadam, M.; Valipour, G. Synth. Commun. 2009, 39, 3867.
2. [2]
  (b) Voronova, K.; Purgel, M.; Udvardy, A.; Bényei, A. C.;Kathó, Á.; Joó, F. Organometals 2013, 32 (15), 4391
3. [3]
  (c) Cheng, J. H.;Wei, K. Y.; Ma, X. F.; Zhou, X. G.; Xiang, H.F. J. Phys. Chem. C 2013, 117 (32), 16552.
4. [4]
  (2) Tong, J.; Zhang, Y.; Li, Z.; Xia, C. J. Mol. Catal. A: Chem.2006, 249, 47. doi: 10.1016/j.molcata.2005.12.031
5. [5]
  (3) Salavati-Niasari, M.; Davar, F.; Bazarganipour, M. Dalton Trans. 2010, 39, 7330. doi: 10.1039/b923416k
6. [6]
  (4) Lee, S. H.; Xu, L.; Park, B. K.; Mironov, Y. V.; Kim, S. H.;Song, Y. J.; Kim, C.; Kim, Y.; Kim, S. K. Chem. -Eur. J. 2010,16, 4678. doi: 10.1002/chem.v16:15
7. [7]
  (5) Vagin, S. I.; Reichardt, R.; Klaus, S.; Rieger, B. J. Am. Chem. Soc. 2010, 132, 14367. doi: 10.1021/ja106484t
8. [8]
  (6) Zintl, M.; Molnar, F.; Urban, T.; Bernhart, V.; Preishuber-Puegl,P.; Rieger, B. Angew. Chem. Int. Edit. 2008, 47, 3458
9. [9]
  (7) Decortes, A.; Kleij, A.W. ChemCatChem 2011, 3, 831. doi: 10.1002/cctc.v3.5
10. [10]
  (8) Boogaerts, I. I. F.; Nolan, S. P. J. Am. Chem. Soc. 2010, 132,8858. doi: 10.1021/ja103429q
11. [11]
  (9) Escudero-Adan, E. C.; Benet-Buchholz, J.; Kleij, A.W.Chem. -Eur. J. 2009, 15, 4233. doi: 10.1002/chem.v15:17
12. [12]
  (10) Shi, X. L.; Zang, N.; Zhang, Y.; Duan, R.; Liu, M.; Ruan,W. J.;Zhu, Z. Z. Acta Chim. Sin. 2008, 66 (8), 930. [史秀丽, 臧娜, 张炎, 段苒, 刘美, 阮文娟, 朱志昂. 化学学报, 2008,66 (8), 930.]
13. [13]
  (11) Guo, L. Q.; Shi, X. L.; Ruan,W. J.; Zhang, X. H.; Zhu, Z. A.Acta Phys. -Chem. Sin. 2010, 26 (5), 1195. [郭莉芹, 史秀丽,阮文娟, 张晓红, 朱志昂. 物理化学学报, 2010, 26 (5), 1195.]doi: 10.3866/PKU.WHXB20100336
14. [14]
  (12) Liu, J.; Guo, L. Q.; Zhang, X. X.; Ruan,W. J.; Zhu, Z. A. Acta Phys. -Chim. Sin. 2012, 28 (2), 265. [刘佳, 郭莉芹, 张晓红, 阮文娟, 朱志昂. 物理化学学报, 2012, 28 (2), 265.] doi: 10.3866/PKU.WHXB201111251
15. [15]
  (13) Lavastre, O.; Illitchev, I.; Je u, G.; Dixneuf, P. H. J. Am. Chem. Soc. 2002, 124, 5278. doi: 10.1021/ja025764o
16. [16]
  (14) Nielsen, M.; Larsen, N. B.; thelf, K. V. Langmuir 2002, 18,2795. doi: 10.1021/la015715+
17. [17]
  (15) Nielsen, M.; Thomsen, A. H.; Jensen, T. R.; Jakobsen, H. J.;Skibsted, J.; thelf, K. V. Eur. J. Org. Chem. 2005, 2, 342.
18. [18]
  (16) MunÕz-Hernandez, M. A.; Keizer, T. S.; Parkin, S.; Patrick, B.;Atwood, D. A. Organometallics 2000, 19, 4416. doi: 10.1021/om000058m
19. [19]
  (17) Chen, Z. M.;Wu, Y. Q.; Gu, D. D. Spectrochim. Acta A 2007, 68 (3), 918.
20. [20]
  (18) Chen, Z. M.; Huang, F. X.;Wu, Y. Q. Inorg. Chem. Commun.2006, 9 (1), 21.
21. [21]
  (19) Felicio, R. C.; Cavalheiro, E. T. G.; Dockal, E. R. Polyhedron2001, 20, 261. doi: 10.1016/S0277-5387(00)00620-3
22. [22]
  (20) Tas, E.; Kilic, A.; Konak, N. Yilmaz, I. Polyhedron 2008, 27 (3),1024.
23. [23]
  (21) Anthonysamy, A.; Balasubramanian, S.; Usha, G.; Velmurugan,D. Transition Met. Chem. 2008, 33, 681. doi: 10.1007/s11243-008-9096-5
24. [24]
  (22) Wang, J. H. Synthesis, Characterization and Properties of Salen-Type Complexes. Master Dissertation, Nankai University,Tianjin, 2009. [王建辉. Salen型席夫碱配合物合成、表征及性质研究[M]. 天津: 南开大学, 2009.]
25. [25]
  (23) Chang, J.; Shannon, E. D.;William, C. S. J. Electroanal. Chem.2008, 622, 15. doi: 10.1016/j.jelechem.2008.04.023
26. [26]
  (24) Deepalatha, S.; Sambasiva, R. P.; Venkatesan, R. Spectrochim. Acta A 2006, 64 (4), 823.
27. [27]
  (25) Durackova,´Z.; Mendiola, M. A.; Sevilla, M. T. Bioelectrochem. Bioenerg. 1999, 48 (1), 109.
28. [28]
  (26) Eva, F.; Elena, L. T.; Antonia, M. M. Polyhedron 2000, 19,441. doi: 10.1016/S0277-5387(99)00383-6
29. [29]
  (27) Prasad, R.; Veerabhadram, G.; Sastry, K. S. J. Indian Chem. Soc. 2000, 77, 410.
30. [30]
  (28) Zanello, P.; Cinquantini, A. Transition Met. Chem. 1985, 10,370. doi: 10.1007/BF00618845
31. [31]
  (29) Zanello, P. Transition Met. Chem. 1984, 9, 176. doi: 10.1007/BF00618611
32. [32]
  (30) Zhu, Z. A.; Ruan,W. J. Modern Physics Chemistry, 4th ed.;Science Press: Beijing, 2008; pp 236-237. [朱志昂, 阮文娟.近代物理化学. 第四版(下册). 北京: 科学出版社, 2008:236-237.]
1. [1]
  Juan Yuan , Bin Zhang , Jinping Wu , Mengfan Wang . Design of a Comprehensive Experiment on Preparation and Characterization of Cu₂(Salen)₂ Nanomaterials with Two Distinct Morphologies. University Chemistry, 2024, 39(10): 420-425. doi: 10.3866/PKU.DXHX202402014
2. [2]
  Tianyun Chen , Ruilin Xiao , Xinsheng Gu , Yunyi Shao , Qiujun Lu . Synthesis, Crystal Structure, and Mechanoluminescence Properties of Lanthanide-Based Organometallic Complexes. University Chemistry, 2024, 39(5): 363-370. doi: 10.3866/PKU.DXHX202312017
3. [3]
  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
4. [4]
  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
5. [5]
  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
6. [6]
  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
7. [7]
  Zhaoyang WANG , Chun YANG , Yaoyao Song , Na HAN , Xiaomeng LIU , Qinglun WANG . Lanthanide(Ⅲ) complexes derived from 4′-(2-pyridyl)-2, 2′∶6′, 2″-terpyridine: Crystal structures, fluorescent and magnetic properties. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1442-1451. doi: 10.11862/CJIC.20240114
8. [8]
  Jinfeng Chu , Yicheng Wang , Ji Qi , Yulin Liu , Yan Li , Lan Jin , Lei He , Yufei Song . Comprehensive Chemical Experiment Design: Convenient Preparation and Characterization of an Oxygen-Bridged Trinuclear Iron(III) Complex. University Chemistry, 2024, 39(7): 299-306. doi: 10.3866/PKU.DXHX202310105
9. [9]
  Liyang ZHANG , Dongdong YANG , Ning LI , Yuanyu YANG , Qi MA . Crystal structures, luminescent properties and Hirshfeld surface analyses of three cadmium(Ⅱ) complexes based on 2-(3-(pyridin-2-yl)-1H-pyrazol-1-yl)benzoate. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1943-1952. doi: 10.11862/CJIC.20240079
10. [10]
  Wei Li , Ze Chang , Meihui Yu , Ying Zhang . Curriculum Ideological and Political Design of Piezoelectricity Measurement Experiments of Coordination Compounds. University Chemistry, 2024, 39(2): 77-82. doi: 10.3866/PKU.DXHX202308004
11. [11]
  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
12. [12]
  Xinting XIONG , Zhiqiang XIONG , Panlei XIAO , Xuliang NIE , Xiuying SONG , Xiuguang YI . Synthesis, crystal structures, Hirshfeld surface analysis, and antifungal activity of two complexes Na(Ⅰ)/Cd(Ⅱ) assembled by 5-bromo-2-hydroxybenzoic acid ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1661-1670. doi: 10.11862/CJIC.20240145
13. [13]
  Yixuan Gao , Lingxing Zan , Wenlin Zhang , Qingbo Wei . Comprehensive Innovation Experiment: Preparation and Characterization of Carbon-based Perovskite Solar Cells. University Chemistry, 2024, 39(4): 178-183. doi: 10.3866/PKU.DXHX202311091
14. [14]
  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
15. [15]
  Zhenlin Zhou , Siyuan Chen , Yi Liu , Chengguo Hu , Faqiong Zhao . A New Program of Voltammetry Experiment Teaching Based on Laser-Scribed Graphene Electrode. University Chemistry, 2024, 39(2): 358-370. doi: 10.3866/PKU.DXHX202308049
16. [16]
  Feiya Cao , Qixin Wang , Pu Li , Zhirong Xing , Ziyu Song , Heng Zhang , Zhibin Zhou , Wenfang Feng . Magnesium-Ion Conducting Electrolyte Based on Grignard Reaction: Synthesis and Properties. University Chemistry, 2024, 39(3): 359-368. doi: 10.3866/PKU.DXHX202308094
17. [17]
  Hao Wu , Zhen Liu , Dachang Bai . ¹H NMR Spectrum of Amide Compounds. University Chemistry, 2024, 39(3): 231-238. doi: 10.3866/PKU.DXHX202309020
18. [18]
  Xin MA , Ya SUN , Na SUN , Qian KANG , Jiajia ZHANG , Ruitao ZHU , Xiaoli GAO . A Tb₂ complex based on polydentate Schiff base: Crystal structure, fluorescence properties, and biological activity. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1347-1356. doi: 10.11862/CJIC.20230357
19. [19]
  Jingjing QING , Fan HE , Zhihui LIU , Shuaipeng HOU , Ya LIU , Yifan JIANG , Mengting TAN , Lifang HE , Fuxing ZHANG , Xiaoming ZHU . Synthesis, structure, and anticancer activity of two complexes of dimethylglyoxime organotin. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1301-1308. doi: 10.11862/CJIC.20240003
20. [20]
  Liang TANG , Jingfei NI , Kang XIAO , Xiangmei LIU . Synthesis and X-ray imaging application of lanthanide-organic complex-based scintillators. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1892-1902. doi: 10.11862/CJIC.20240139

Get Citation

PDF

XML

Metrics

PDF Downloads(745)
Abstract views(958)
HTML views(75)

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