Citation: WANG Guan-Yao, YAN Wei-Wei, ZHANG Xiao-Hong, RUAN Wen-Juan, ZHU Zhi-Ang. Synthesis and Spectral Properties of Salen-Porphyrin Type Homo- and Hetero-Binuclear Complexes with π-Conjugate Configuration[J]. Acta Physico-Chimica Sinica doi: 10.3866/PKU.WHXB201209261 shu

Synthesis and Spectral Properties of Salen-Porphyrin Type Homo- and Hetero-Binuclear Complexes with π-Conjugate Configuration

  • Received Date: 7 June 2012
    Available Online: 26 September 2012

    Fund Project: 国家自然科学基金(20671053)资助项目 (20671053)

  • Two new types of Salen-porphyrin ligand and metal complexes with π-conjugate configurations were synthesized. The mono- and bi-nuclear nickel Salen-porphyrin complexes were synthesized from half Salen-porphyrin ligands and the corresponding aldehyde by metal templating. Based on the mononuclear nickel Salen-porphyrin complexes, the heterobinuclear nickel, zinc Salen-porphyrin complexes were synthesized. All the compounds were characterized by proton nuclear magnetic resonance (1H NMR), ultraviolet-visible (UV-Vis) spectroscopy, Fourier transform infrared (FTIR) spectroscopy, electron spray ionization mass spectrometry (ESI-MS), and fluorescence spectroscopy. These results indicate that the nickel ion is located in the cavity of the Salen part, while the zinc ion is located in the center of the porphyrin part of the mononuclear nickel and heterobinuclear nickel-zinc Salen-porphyrin complexes. The circumfluent effect of the porphyrin and the π-conjugate configuration resulted in the chemical shifts of the hydrogen atoms moving to a higher or lower field. The positions of the Soret and Q bands in the UV-Vis spectrum of the porphyrin change after the metal ion coordinated. Furthermore, the fluorescence quenched due to the metal ion.

  • 加载中
    1. [1]

      (1) Andruh, M. Chem. Commun. 2007, No. 25, 2565.

    2. [2]

      (2) McInnes, E. J. L.; Piligkos, S.; Timco, G. A.;Winpenny, R. E. P.Coord. Chem. Rev. 2005, 249 (23), 2577. doi: 10.1016/j.ccr.2005.02.003

    3. [3]

      (3) Cooke, M.W.; Hanan, G. S. Chem. Soc. Rev. 2007, 36 (9), 1466.doi: 10.1039/b609200b

    4. [4]

      (4) Beltran, L. M. C.; Long, J. R. Accounts Chem. Res. 2005, 38 (4),325. doi: 10.1021/ar040158e

    5. [5]

      (5) Manoli, M.; Prescimone, A.; Bagai, R.; Mishra, A.; Murugesu,M.; Parsons, S.;Wernsdorfer,W.; Christou, G.; Brechin, E. K.Inorg. Chem. 2007, 46 (17), 6968. doi: 10.1021/ic7007528

    6. [6]

      (6) Beletskaya, I.; Tyurin, V. S.; Tsivadze, A. Y.; Guilard, R.; Stern,C. Chem. Rev. 2009, 109 (5), 1659. doi: 10.1021/cr800247a

    7. [7]

      (7) Jin, B.; Lee, H. M.; Lee, Y. A.; Ko, J. H.; Kim, C.; Kim, S. K.J. Am. Chem. Soc. 2005, 127 (8), 2417. doi: 10.1021/ja044555w

    8. [8]

      (8) Balaban, T. S. Accounts Chem. Res. 2005, 38 (4), 612.

    9. [9]

      (9) Elemans, J. A. A.W.; Hameren, R.; Nolte, R. J. M.; Rowan, A.E. Adv. Mater. 2006, 18 (10), 1251. doi: 10.1002/adma.200502498

    10. [10]

      (10) Imahori, H. J. Phys. Chem. B 2004, 108 (20), 6130. doi: 10.1021/jp038036b

    11. [11]

      (11) Zhang, X. H.; Jiao, Z.; Yan,W.W.; Ruan,W. J.; Zhu, Z. A. Acta Phys. -Chim. Sin. 2010, 26, 701. [张晓红, 矫志, 闫伟伟,阮文娟, 朱志昂. 物理化学学报, 2010, 26, 701.] doi: 10.3866/PKU.WHXB20100306

    12. [12]

      (12) Ren, X. F.; Ren, A. M.;Wang, Q.; Feng, J. K. Acta Phys. -Chim. Sin. 2010, 26, 110. [任雪峰, 任爱民, 王钦, 封继康. 物理化学学报, 2010, 26, 110.] doi: 10.3866/PKU.WHXB20100103

    13. [13]

      (13) Song, C. E.; Lee, S. G. Chem. Rev. 2002, 102 (10), 3495. doi: 10.1021/cr0103625

    14. [14]

      (14) Katsuki, T. Synlett 2003, No. 3, 281.

    15. [15]

      (15) Venkataramanan, N. S.; Kuppuraj, G.; Raja pal, S. Coord. Chem. Rev. 2005, 249 (11-12), 1249. doi: 10.1016/j.ccr.2005.01.023

    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.]doi: 10.3866/PKU.WHXB20060808

    17. [17]

      (17) Lu, Z.; Yuan, M.; Pan, F.; Gao, S.; Zhang, D.; Zhu, D. Inorg. Chem. 2006, 45 (9), 3538. doi: 10.1021/ic051648l

    18. [18]

      (18) Lacroix, P. G. Eur. J. Inorg. Chem. 2001, No. 2, 339.

    19. [19]

      (19) Binnemans, K. Chem. Rev. 2005, 105 (11), 4148. doi: 10.1021/cr0400919

    20. [20]

      (20) Liu, J.; Guo, L. Q.; Zhang, X. H.; Ruan,W. J.; Zhu, Z. A. Acta Phys. -Chim. Sin. 2012, 28, 265. [刘佳, 郭莉芹, 张晓红,阮文娟, 朱志昂. 物理化学学报, 2012, 28, 265.] doi: 10.3866/PKU.WHXB201111251

    21. [21]

      (21) 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.] doi: 10.3866/PKU.WHXB20100336

    22. [22]

      (22) Leadbeater, N. E.; Marco, M. Chem. Rev. 2002, 102 (10), 3217.doi: 10.1021/cr010361c

    23. [23]

      (23) Drain, C. M.; Varotto, A.; Radivojevic, I. Chem. Rev. 2009, 109 (5), 1630. doi: 10.1021/cr8002483

    24. [24]

      (24) 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.]

    25. [25]

      (25) Kadish, K. M.; E,W.; Sintic, P. J.; Ou, Z.; Shao, J.; Ohkubo, K.;Fukuzumi, S.; venlock, L. J.; McDonald, J. A.; Try, A. C.;Cai, Z. L.; Reimers, J. R.; Crossley, M. J. J. Phys. Chem. B2007, 111 (30), 8762. doi: 10.1021/jp0726743

    26. [26]

      (26) Thordarson, P.; Marquis, A.; Crossley, M. J. Org. Biomol. Chem.2003, 1 (7), 1216. doi: 10.1039/b211015f

    27. [27]

      (27) Reek, J. N.; Rowan, A. E.; Crossley, M. J.; Nolte, R. J. J. Org. Chem. 1999, 64 (18), 6653. doi: 10.1021/jo990348g

    28. [28]

      (28) Wang, C. Z. Study on Molecular Recognition, AsymmetricCatalysis and Theoretic Chemistry of Metalloporphyrins. Ph. D.Dissertation, Nankai University, Tianjin, 2000. [王传忠. 金属卟啉的分子识别、不对称催化及理论研究[D]. 天津: 南开大学, 2000.]

    29. [29]

      (29) Wang, N. X. Nuclear Magnetic Resonance Spectroscopy;Chemical Industry Press: Beijing, 2006; pp 15-25. [王乃兴.核磁共振谱学. 北京: 化学化工出版社, 2006: 15-25.]

    30. [30]

      (30) Kruper,W. J.; Chamberlin, T. A.; Kochanny, M. J. Org. Chem.1989, 54 (11), 2753. doi: 10.1021/jo00272a057

    31. [31]

      (31) uterman, M. J. Chem. Phys. 1959, 30 (5), 1139. doi: 10.1063/1.1730148

    32. [32]

      (32) Adler, A. D.; Lon , F. R.; Finarelli, J. D.; ldmacher, J.;Assour, J.; Korsakoff, L. J. Org. Chem. 1967, 32 (2), 476.

    33. [33]

      (33) Yeow, E. K. L.; Steer, R. P. Phys. Chem. Chem. Phys. 2003, 5 (1), 97.

    34. [34]

      (34) Wang, D.; Zhang, J.; Shi, T.;Wang, B.; Cao, X.; Li, T.J. Photochem. Photobiol. A 1996, 93 (1), 21. doi: 10.1016/1010-6030(95)04142-7

    35. [35]

      (35) uterman, M. In The Porphyrins; Dolphin, D. Ed.; AcademicPress: New York, 1979; Vol. III, Part A, pp 1-156.

    36. [36]

      (36) Sacconi, L.; Ciampolini, M.; Maggio, F.; Cavasino, F. P. J. Am. Chem. Soc. 1962, 84 (17), 3246. doi: 10.1021/ja00876a005

    37. [37]

      (37) Carlin, R. L. Transition Metal Chemistry; Marcel Dekker, NewYork, 1965, p 239.

    38. [38]

      (38) Tas, E.; Aslanoglu, M.; Kilic, A.; Kara, Z. J. Coord. Chem.2006, 59 (8), 861. doi: 10.1080/00958970500412206

    39. [39]

      (39) Odaba?o?lu, M.; Arslan, F.; Ölmez, H.; Büyükgüngör, O. Dyes Pigm. 2007, 75(3), 507. doi: 10.1016/j.dyepig.2006.06.033

    40. [40]

      (40) Chen, Z.;Wu, Y.; Gu, D.; Gan, F. Spectrochim. Acta Part A2007, 68 (3), 918. doi: 10.1016/j.saa.2007.01.006

    41. [41]

      (41) Chen, Z.; Huang, F.;Wu, Y.; Gu, D.; Gan, F. Inorg. Chem. Commun. 2006, 9 (1), 21. doi: 10.1016/j.inoche.2005.10.006

    42. [42]

      (42) Kasumov, V. T. Spectrochim. Acta Part A 2003, 57 (8), 1649.

    43. [43]

      (43) Zhang, H. S.;Wang, H.; Zhao, Y. Y. Molecular Probes and Detection Reagents; Science Press: Beijing, 2002; pp 25-98. [张华山, 王红, 赵媛媛. 分子探针与检测试剂. 北京: 科学出版社, 2002: 25-98.]

    44. [44]

      (44) Hariman, A.; Odaba?o?lu, M.; Arslan, F.; Ölmez, H.;Büyükgüngör, O. J. Chem. Soc. Faraday Trans. 1 1981, 77 (2),369. doi: 10.1039/f19817700369

    45. [45]

      (45) Penzer, G. R. Molecular Luminescence Analytical Methods (Fluorescence and Phosphorescence Methods); FudanUniversity Press: Shanghai, 1985; p 10; translated by Zhu, D.C., Chen, J. H., Zhu, S. S. [Penzer, G. R. 分子发光分析法(荧光法和磷光法). 祝大昌, 陈剑宏, 朱世盛, 译. 上海: 复旦大学出版社, 1985: 10.]


  • 加载中
    1. [1]

      Xin MAYa SUNNa SUNQian KANGJiajia ZHANGRuitao ZHUXiaoli GAO . A Tb2 complex based on polydentate Schiff base: Crystal structure, fluorescence properties, and biological activity. Chinese Journal of Inorganic Chemistry, doi: 10.11862/CJIC.20230357

    2. [2]

      Zhaoyang WANGChun YANGYaoyao SongNa HANXiaomeng LIUQinglun 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, doi: 10.11862/CJIC.20240114

    3. [3]

      Tianyun Chen Ruilin Xiao Xinsheng Gu Yunyi Shao Qiujun Lu . Synthesis, Crystal Structure, and Mechanoluminescence Properties of Lanthanide-Based Organometallic Complexes. University Chemistry, doi: 10.3866/PKU.DXHX202312017

    4. [4]

      Xiaoling LUOPintian ZOUXiaoyan WANGZheng LIUXiangfei KONGQun TANGSheng WANG . Synthesis, crystal structures, and properties of lanthanide metal-organic frameworks based on 2, 5-dibromoterephthalic acid ligand. Chinese Journal of Inorganic Chemistry, doi: 10.11862/CJIC.20230271

    5. [5]

      Wei Li Ze Chang Meihui Yu Ying Zhang . Curriculum Ideological and Political Design of Piezoelectricity Measurement Experiments of Coordination Compounds. University Chemistry, doi: 10.3866/PKU.DXHX202308004

    6. [6]

      Zitong Chen Zipei Su Jiangfeng Qian . Aromatic Alkali Metal Reagents: Structures, Properties and Applications. University Chemistry, doi: 10.3866/PKU.DXHX202311054

    7. [7]

      Peiran ZHAOYuqian LIUCheng HEChunying DUAN . A functionalized Eu3+ metal-organic framework for selective fluorescent detection of pyrene. Chinese Journal of Inorganic Chemistry, doi: 10.11862/CJIC.20230355

    8. [8]

      Gaofeng WANGShuwen SUNYanfei ZHAOLixin MENGBohui WEI . Structural diversity and luminescence properties of three zinc coordination polymers based on bis(4-(1H-imidazol-1-yl)phenyl)methanone. Chinese Journal of Inorganic Chemistry, doi: 10.11862/CJIC.20230479

    9. [9]

      Kaimin WANGXiong GUNa DENGHongmei YUYanqin YEYulu MA . Synthesis, structure, fluorescence properties, and Hirshfeld surface analysis of three Zn(Ⅱ)/Cu(Ⅱ) complexes based on 5-(dimethylamino) isophthalic acid. Chinese Journal of Inorganic Chemistry, doi: 10.11862/CJIC.20240009

    10. [10]

      Long TANGYaxin BIANLuyuan CHENXiangyang HOUXiao WANGJijiang WANG . Syntheses, structures, and properties of three coordination polymers based on 5-ethylpyridine-2,3-dicarboxylic acid and N-containing ligands. Chinese Journal of Inorganic Chemistry, doi: 10.11862/CJIC.20240180

    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, doi: 10.3866/PKU.DXHX202309092

    12. [12]

      Xuan Zhou Yi Fan Zhuoqi Jiang Zhipeng Li Guowen Yuan Laiying Zhang Xu Hou . Liquid Gating Mechanism and Basic Properties Characterization: a New Experimental Design for Interface and Surface Properties in the Chemistry “101 Plan”. University Chemistry, doi: 10.12461/PKU.DXHX202407111

    13. [13]

      Laiying Zhang Yinghuan Wu Yazi Yu Yecheng Xu Haojie Zhang Weitai Wu . Innovation and Practice of Polymer Chemistry Experiment Teaching for Non-Polymer Major Students of Chemistry: Taking the Synthesis, Solution Property, Optical Performance and Application of Thermo-Sensitive Polymers as an Example. University Chemistry, doi: 10.3866/PKU.DXHX202310126

    14. [14]

      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, doi: 10.3866/PKU.DXHX202402050

    15. [15]

      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, doi: 10.3866/PKU.DXHX202308094

    16. [16]

      Qingyang Cui Feng Yu Zirun Wang Bangkun Jin Wanqun Hu Wan Li . From Jelly to Soft Matter: Preparation and Properties-Exploring of Different Kinds of Hydrogels. University Chemistry, doi: 10.3866/PKU.DXHX202309046

    17. [17]

      Peng ZHOUXiao CAIQingxiang MAXu LIU . Effects of Cu doping on the structure and optical properties of Au11(dppf)4Cl2 nanocluster. Chinese Journal of Inorganic Chemistry, doi: 10.11862/CJIC.20240047

    18. [18]

      Aiai WANGLu ZHAOYunfeng BAIFeng FENG . Research progress of bimetallic organic framework in tumor diagnosis and treatment. Chinese Journal of Inorganic Chemistry, doi: 10.11862/CJIC.20240225

    19. [19]

      Hao Wu Zhen Liu Dachang Bai1H NMR Spectrum of Amide Compounds. University Chemistry, doi: 10.3866/PKU.DXHX202309020

    20. [20]

      You Wu Chang Cheng Kezhen Qi Bei Cheng Jianjun Zhang Jiaguo Yu Liuyang Zhang . ZnO/D-A共轭聚合物S型异质结高效光催化产H2O2及其电荷转移动力学研究. Acta Physico-Chimica Sinica, doi: 10.3866/PKU.WHXB202406027

Metrics
  • PDF Downloads(727)
  • Abstract views(1613)
  • HTML views(14)

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

  1. 本站搜索
  2. 百度学术搜索
  3. 万方数据库搜索
  4. CNKI搜索
Address:Zhongguancun North First Street 2,100190 Beijing, PR China Tel: +86-010-82449177-888
Powered By info@rhhz.net

/

DownLoad:  Full-Size Img  PowerPoint
Return