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Synthesis of symmetrical dicarbazole-biphenyls, components of phosphorescentorganic light-emitting diodes (PHOLEDs) using organocuprates

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Chemistry of Heterocyclic Compounds Aims and scope

An effective one-stage method is proposed for obtaining symmetrical dicarbazole-biphenyls, components of phosphorescent organic light-emitting diodes through organocuprates of the corresponding N-(bromophenyl)carbazoles. The reaction products were obtained in moderate to high yields.

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References

  1. M. A. Baldo, Y. You, A. Shoustikov, S. Sibley, M. E. Thompson, and S. R. Forrest, Nature, 395, 151 (1998).

    Article  CAS  Google Scholar 

  2. K. Brunner, A. Dijken, H. Börner, J. J. A. M. Bastiaansen, N. M. M. Kiggen, and B. W. Langeveld,J. Am. Chem. Soc., 126, 6035 (2004).

    Article  CAS  Google Scholar 

  3. X. Yang and D. Neher, in: K. Mullen and U. Scherf (editors), Organic Light Emitting Devices, VCH, Weinheim (2006), p. 333.

    Chapter  Google Scholar 

  4. C. L. Yang, X. W. Zhang, H. You, L. Y. Zhu, L. Q. Chen, L. N. Zhu, Y. T. Tao, D. G. Ma, Z. G. Shuai, and J. G. Qin, Adv. Funct. Mater., 17, 651 (2007).

    Article  CAS  Google Scholar 

  5. S. J. Su, H. Sasabe, T. I. Takeda, and J. Kido, Chem. Mater., 20, 1691 (2008).

    Article  CAS  Google Scholar 

  6. C. Adachi, P. Kwong, and S. R. Forrest, Org. Electron., 2, 37 (2001).

    Article  CAS  Google Scholar 

  7. H. Kanai, S. Ichinosawa, and Y. Sato, Synth. Met., 91, 195 (1997).

    Article  CAS  Google Scholar 

  8. Y. Dyvayana, S. Liu, A. K. K. Kyaw, and X. W. Sun, Org. Electron., 12, 1 (2011).

    Article  Google Scholar 

  9. M. G. Helander, G. E. Morse, J. Qiu, J. S. Castrucci, T. P. Bender, and Z. H. Lu, ACS Appl. Mater.Interfaces, 2, 3147 (2010).

    Article  CAS  Google Scholar 

  10. N. Blouin and M. Leclerc, Acc. Chem. Res., 41, 1110 (2008).

    Article  CAS  Google Scholar 

  11. K. Nozaki, K. Takahashi, K. Nakano, T. Hiyama, H. Z. Tang, M. Fujiki, S. Yamaguchi, and K. Tamao,Angew. Chem., Int. Ed. Engl., 42, 2051 (2003).

    Article  CAS  Google Scholar 

  12. B. H. Lipshutz and B. James, Tetrahedron Lett., 34, 6689 (1993).

    Article  CAS  Google Scholar 

  13. B. H. Lipshutz, in: M. Schlosser (editor), Organometallics in Synthesis: A Manual, 2nd ed., Wiley, New York (2002), p. 665.

    Google Scholar 

  14. M. J. Rahman, J. Yamakawa, A. Matsumoto, H. Enozawa, T. Nishinaga, K. Kamada, and I. Masahiko, J. Org. Chem., 73, 5542 (2008).

    Article  CAS  Google Scholar 

  15. H. Matsushima, S. Naka, H. Okada, and H. Onnagawa, Curr. Appl. Phys., 5, 305 (2005).

    Article  Google Scholar 

  16. T. Watanabe, K. Nakamura, S. Kawami, Y. Fukuda, T. Tsuji, T. Wakimoto, S. Miyaguchi, M. Yahiro, M. J. Yang, and T. Tsutsui, Synth. Met., 122, 203 (2001).

    Article  CAS  Google Scholar 

  17. H. Gilman and J. Honeycutt, J. Org. Chem., 22, 226 (1957).

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Ural Federal University named after First President of Russia B. N. Yeltsin, 19 Mira Str., Yekaterinburg, 620002, Russia

    G. V. Zyryanov, I. S. Kovalev, I. N. Egorov, V. L. Rusinov & O. N. Chupakhin

  2. I. Ya. Postovskii Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22 Akademicheskaya/20 S. Kovalevskoi Str., Ekaterinburg, 620990, Russia

    G. V. Zyryanov & O. N. Chupakhin

Authors
  1. G. V. Zyryanov
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  2. I. S. Kovalev
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  3. I. N. Egorov
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  4. V. L. Rusinov
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  5. O. N. Chupakhin
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Correspondence to G. V. Zyryanov.

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Dedicated to Academician V. N. Charushin on his 60th birthday.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 692–695, May, 2011.

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Zyryanov, G.V., Kovalev, I.S., Egorov, I.N. et al. Synthesis of symmetrical dicarbazole-biphenyls, components of phosphorescentorganic light-emitting diodes (PHOLEDs) using organocuprates. Chem Heterocycl Comp 47, 571–574 (2011). https://doi.org/10.1007/s10593-011-0800-6

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  • DOI: https://doi.org/10.1007/s10593-011-0800-6

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