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A Novel Fluorescent Dipyrido[3,2-a:2',3'-c]phenazine (dppz) Derivative Prepared by Amide Bonding

  • Choi, Chang-Shik (Department of Oriental Medicine Resources, Far East University) ;
  • Jeon, Ki-Seok (Department of Chemistry, Kongju National University) ;
  • Lee, Ki-Hwan (Department of Chemistry, Kongju National University) ;
  • Yoon, Min-Joong (Department of Chemistry, Chungnam National University) ;
  • Kwak, Min-Hee (Department of Chemistry, Kwangwoon University) ;
  • Lee, Sang-Woo (Department of Chemistry, Kwangwoon University) ;
  • Kim, In-Tae (Department of Chemistry, Kwangwoon University)
  • Published : 2006.10.20
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Abstract

A novel fluorescent dipyrido[3,2-a:2',3'-c]phenazine (dppz) derivative, 7-(4-methoxybenzoylamino) dppz (1), was synthesized by amide connection to position 7 of the dppz ring. Its fluorescence quantum yield ($\Phi$ = 0.21 in dichloromethane) was as high as that of the conventional 7-amino-dppz (3), and its fluorescence lifetime was much shorter than that of 3.

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References

  1. Choi, C.-S.; Kim, M.-K.; Jeon, K.-S.; Lee, K.-H. J. Lumi. 2004, 109, 121 https://doi.org/10.1016/j.jlumin.2004.01.091
  2. Choi, C.-S.; Jeon, K.-S.; Lee, K.-H. J. Photosci. 2004, 11(2), 71
  3. Gestwicki, J. E.; Kiessling, L. L. Nature 2002, 415, 81 https://doi.org/10.1038/415081a
  4. Mason, W. T. Fluorescent and Luminescent Probes for Biological Activity, 2nd ed.; Academic Press: San Diego, 1999
  5. Soper, S. A.; Warner, I. M.; McGown, L. B. Anal. Chem. 1998, 70, 477R https://doi.org/10.1021/a1980019y
  6. Minta, A.; Kao, J. P. Y.; Tsien, R. Y. J. Biol. Chem. 1989, 264, 8171
  7. Balzani, V.; Juris, A.; Venturi, M.; Campagna, S.; Serroni, S. Chem. Rev. 1996, 96, 759 https://doi.org/10.1021/cr941154y
  8. Chin, T.; Gao, Z.; Lelouche, I.; Shin, Y.-G. K.; Purandare, A.; Knapp, S.; Isied, S. S. J. Am. Chem. Soc. 1997, 119, 12849 https://doi.org/10.1021/ja971481y
  9. Choi, C.-S.; Mutai, T.; Arita, S.; Araki, K. J. Chem. Soc. Perkin Trans. 2 2000, 243
  10. Demas, J. N.; Crosby, G. A. J. Phys. Chem. 1971, 75, 991 https://doi.org/10.1021/j100678a001
  11. Weisstuch, A.; Ttesta, A. C. J. Phys. Chem. 1968, 72, 1982 https://doi.org/10.1021/j100852a021
  12. Mutai, T.; Cheon, J.-D.; Tsuchiya, G.; Araki, K. J. Chem. Soc. Perkin Trans. 2 2002, 862
  13. Kim, Y.; Yoon, M.; Kim, D. J. Photochem. Photobiol. A: Chem. 2001, 138, 167 https://doi.org/10.1016/S1010-6030(00)00404-4

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