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Spectroscopic study on the photophysical properties of chlorine substituted tetraphenylporphyrin-histidine and its zinc (II) complexes

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The photophysical properties ofortho- CI,meta-CI andpara-CI substituted tetraphenylporphyrin-histidine and their zinc (II) complexes have been studied by means of steady-state absorption and fluorescence spectroscopies, as well as time-resolved fluorescence spectroscopy. For the cases of both free-base and zinc complexes, it was found that theortho-chlorine substitution onto the phenyl rings significantly altered the fluorescence quantum yield, the fluorescence lifetime and the ratio between radiative and nonradiative deactivation rates of the porphyrin chromophore, i.e. the photophysical parameters were quite different from those ofmeta- andpara-substituted compounds. On the other hand, however, the introduction of covalently-linked histidine did not exert much effects on the photophysical behavior of the porphyrin chromophore. The results are interpreted in terms of the steric effect and the heavy-atom effect from the chlorine atoms substituted onto the phenyl rings.

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  1. 1.

    Kurreck, H., Huber, M., Model reactions for photosynthesis-photoinduced charge and energy transfer between covalently linked porphyrin and quinone units, Angew. Chem. Int. Ed. Engl., 1995, 34(8): 849–866.

  2. 2.

    Wasielewski, M. R., Photoinduced electron transfer in supramolecular systems for artificial photosynthesis, Chem. Rev., 1992, 92(3): 435–461.

  3. 3.

    Francis, D., Gollapalli, R. D., Mohamed, E. E. et al., Probing the donor-acceptor proximity on the physicochemical properties of porphyrin-fullerene dyads:“tail-on” and “tail-off” binding approach, J. Am. Chem. Soc., 2001, 123(22): 5277–5284.

  4. 4.

    Ge, P. G., Photosynthesis-photons, excitons, electrons, protons, ions, and their interactions with photo synthetic membrane (in Chinese), Anhui: Education Press, 1991, 119–225.

  5. 5.

    Devens, G., Thomas, A. M., Ana, L. M., Effect of coordinated ligands on interporphyrin photoinduced-electron-transfer rates, J. Phys. Chem., 1993, 97(51): 13637–13642.

  6. 6.

    Edward, F. C., John, P. F., Kinetics of complex formation between zinc meso-tetraphenyl-porphyrin and some nitrogen bases in aprotic solvents, J. Chem. Soc., Faraday Trans. I, 1982, 78: 1923–1935.

  7. 7.

    Chen, H. W., Zhu, Z. A., Ruan, W. J. et al., Thermodynamic study of coordinatin of meso-substituted iron (III) tetraporphyrin with substituted imidozoles, Chin. J. Univ. Chem. (in Chinese), 1996, 17(10): 1608–1612.

  8. 8.

    Quimby, D. J., Longo, F. R., Luminescence studies on several tetraarylporphins and their zinc derivatives, J. Am. Chem. Soc., 1975, 97(18): 5111–5117.

  9. 9.

    William, A. K., Jyoti, S., David, F. B., Evidence for porphyrin (π)-chlorine(p) orbital overlap in the π-cation radicals of zinc (II) and magnesium (II) tetrakis(o-dichlorophenyl)porphyrin, Inorg. Chem., 1996, 35(26): 7935–7937.

  10. 10.

    Wu, Y. S., Liu, Y. Q., Han, S. T., Synthesis and characterization of p-chloro-phenyl-amino-acid porphyrin and their zinc complexes, The World of Chemistry (in Chinese), 2002, 43(3): 155–157.

  11. 11.

    Chen, G. Z., Huang, X. Z., Xu, J. G. et al., The Fluorescence Analysis Method (in Chinese), Beijing: Science Press, 1990, 17.

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Correspondence to Jianping Zhang.

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Zhang, H., Feng, J., Ai, X. et al. Spectroscopic study on the photophysical properties of chlorine substituted tetraphenylporphyrin-histidine and its zinc (II) complexes. Chin.Sci.Bull. 48, 1794–1799 (2003).

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  • porphyrin-histidine
  • zinc porphyrin
  • chlorine substitution
  • fluorescence spectroscopy