Citation: LIU Jia, GUO Li-Qin, ZHANG Xiao-Hong, RUAN Wen-Juan, ZHU Zhi-Ang. Synthesis, Characterization and Properties of Salen-Type Complexes[J]. Acta Physico-Chimica Sinica, ;2012, 28(02): 265-272. doi: 10.3866/PKU.WHXB201111251 shu

Synthesis, Characterization and Properties of Salen-Type Complexes

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

Received Date: 8 September 2011
Available Online: 25 November 2011
Fund Project: 国家自然科学基金(20671053)资助项目 (20671053)

Two new Salen ligands H₂L¹ (N,N'-bis(3-dimethoxy-salicylidene)-4,5-dimethoxy-1,2- phenylenediamine) and H₂L² (N,N'-bis(3-dimethoxy-salicylidene)-4,5-dinitryl-1,2-phenylenediamine), and their nickel, copper, and zinc complexes ML¹, and ML² (M=Ni, Cu, Zn) were synthesized. The compounds synthesized were characterized by 1H-nuclear magnetic resonance (¹H NMR), ultraviolet-visible absorption spectrometry (UV-Vis), infrared (IR) spectrometry, mass spectroscopy (MS), and elemental analysis. The fluorescence properties of the complexes were also studied. The fluorescence intensity of ligand H₂L² was lower than that of ligand H₂L¹, because of the introduction of the strong electron-withdrawing group, ―NO₂. Moreover, the fluorescence intensities of the zinc complexes are greater than those of the ligands; however the fluorescence is quenched upon complexing of nickel or copper ions. In addition, the cyclic voltammetry shows that the redox process in CuL1 was a one-electron quasi-reversible charge-transfer. Because of the introduction of the electron-donating group ―OCH₃, the solution conductivity of ligand H₂L¹ was lower than that of H₂L².
- Salen-type complex,
- Synthesis and characterization,
- Spectrum property,
- Electrochemical property,
- Fluorescence property
1. [1]
  (1) Zhang,W.; locbach, J. L.;Wilsom, S. R.; Jacobsen, E. N. J. Am. Chem. Soc. 1990, 112, 2801.
2. [2]
  (2) Irie, R.; Noda, K.; Ito, Y.; Katsuki, T. Tetrahedron Lett. 1990, 31, 7345.
3. [3]
  (3) Hasegawa, Y.; Saitou, S.; Nagaoka, D.; Yajima, H.; Kanesato, M. J. Alloy. Compd. 2008, 451, 320.
4. [4]
  (4) Yao, K. M.; Zhou,W.; Lu, G. Acta Chimica Sinica 2000, 58, 1275. [姚克敏, 周文, 鲁桂. 化学学报, 2000, 58, 1275.]
5. [5]
  (5) Mulliez, E.; Fontecave, M. Coordination Chemistry Reviews 1999, 185, 775.
6. [6]
  (6) Rajamanickam, V.; Mookandi, K.; Venkatesan, S.; Balachandran, U. N. Biochimica et Biophysical Acta 2000, 1475, 157.
7. [7]
  (7) Inouye, M.; Takahashi, K.; Nakazumi, H. J. Am. Chem. Soc. 1999, 121, 341.
8. [8]
  (8) Yuan, R. J.; Ruan,W. J.; Zhu, B. X.; Cao, X. H.; Zhu, Z. A. Acta Phys. -Chim. Sin. 2005, 21, 139. [袁瑞娟, 阮文娟, 朱必学, 曹小辉, 朱志昂. 物理化学学报, 2005, 21, 139.]
9. [9]
  (9) Guo, L. Q.; Shi, X. L.; Ruan,W. J.; Zhang, X. H.; Zhu, Z. A. Acta Phys. -Chim. Sin. 2010, 26, 1195. [郭莉芹, 史秀丽, 阮文娟, 张晓红, 朱志昂. 物理化学学报, 2010, 26, 1195.]
10. [10]
  (10) Staninski, K.; Lis, S. J. Alloy. Compd. 2008, 451, 81.
11. [11]
  (11) Srinivasan, K.; Michaud, P.; Kochi, J. K. J. Am. Chem. Soc. 1986, 108, 2309.
12. [12]
  (12) Burrow, C. E.; Burchell, T. J.; Lin, P. H.; Habib, F.;Wemsdorfer, W.; Clerac, R.; Murugesu, M. Inorg. Chem. 2009, 48, 8051.
13. [13]
  (13) Chen, H.; Rhodes, J. J. Mol. Med. 1996, 74, 497.
14. [14]
  (14) Canali, L.; Sherington, D. C. Chem. Soc. Rev. 1999, 28, 85.
15. [15]
  (15) Cozzi, P. G. Chem. Soc. Rev. 2004, 33, 410.
16. [16]
  (16) Jin, C.; Jia, Y. J.;Wang, B. J.; Fan, B. B.; Ma, J. H.; Li, R. F. Acta Phys. -Chim. Sin. 2006, 22, 947. [晋春, 贾银娟, 王宝俊, 范彬彬, 马静红, 李瑞丰. 物理化学学报, 2006, 22, 947.]
17. [17]
  (17) Perrin, D. D.; Armare ,W. L. F.; Perrin, D. R. Purification of Laboratory Chemicals, 2nd ed.; Chemical Laboratory Press: Beijing, 1987; p 126; translated by Shi, Y. [Perrin, D. D.; Armare ,W. L. F.; Perrin, D. R. 实验室化学药品的提纯方法, 第二版. 时雨, 译. 北京: 化学工业出版社, 1987: 126.]
18. [18]
  (18) Leire, S. F.; Jordi, B. B. Inorganic Chemistry 2009, 48, 846.
19. [19]
  (19) Li, J. Y.; Guo, L. Q.; Ruan,W. J.; Zhu, Z. A. Chin. J. Chem. 2010, 28, 938.
20. [20]
  (20) Sacconi, L.; Ciampolini, M.; Maggio, F.; Cavasino, F. P. J. Am. Chem. Soc. 1962, 84, 3246.
21. [21]
  (21) Carlin, R. L. Transition Metal Chemistry; Marcel Dekker: New York. 1965; p 239.
22. [22]
  (22) Tas, E.; Aslanoglu, M.; Kilic, A.; Kara, Z. J. Coord. Chem. 2006, 59, 861.
23. [23]
  (23) Odabasoglu, M.; Arslan, F.; Olmez, H.; Buyukgun r, O. Dyes Pigment 2007, 75, 507.
24. [24]
  (24) Chen, Z.;Wu, Y.; Gu, D.; Gan, F. Spectrochim. Acta A 2007, 68, 918.
25. [25]
  (25) Chen, Z.; Huang, F.;Wu,Y.; Gu, D.; Gan, F. Inorg. Chem. Commun. 2006, 9 (1), 21.
26. [26]
  (26) Kasumov, V. T. Spectrochim. Acta A 2003, 57, 1649.
27. [27]
  (27) Zanello, P.; Cinquantini, A. Transit. Met. Chem. 1985, 10, 370.
28. [28]
  (28) He, F. C.; Zhu, Z. H. Structural Chemistry; People's Education Press: Beijing, 1979. [何福城, 朱正和. 结构化学. 北京: 人民教育出版社, 1979.]
29. [29]
  (29) Guo, L. Q. Synithesis, Characterization and Properties of Novel Asymmetrical and Symmetrical Salen Complexes. MS. D. Dissertation, Nankai University, Tianjin, 2010. [郭莉芹. 对称及不对称Salen配合物的合成、表征及性质研究[D]. 天津: 南开大学, 2010.]
30. [30]
  (30) Zanello, P.;Tamburini, S.; Vigato, P. A.; Mazzocchin, G. A. Transit. Met. Chem. 1984, 9, 176.
31. [31]
  (31) Kapturkiewicz, A.; Behr, B. Inorganica Chimica Acta 1983, 69, 247.
32. [32]
  (32) Shi, X. L.; Zang, N.; Zhang, Y.; Duan, R.; Liu, M.; Ruan,W. J.; Zhu, Z. A. Acta Chimica Sinica 2008, 66, 930. [史秀丽, 臧娜, 张炎, 段苒, 刘美, 阮文娟, 朱志昂. 化学学报, 2008, 66, 930.]
33. [33]
  (33) Kadarkaraisamy, M.; Sykes, A. G. Inorganic Chemistry 2006, 45, 779.
34. [34]
  (34) Eltayeba, N. E.; Teoha, S. G.; Kusrinib, E.; Adnana, R.; Fun, H. K. Spectrochimica Acta 2010, 75, 453.
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