Skip to main content
SpringerLink
Log in

Synthesis of unsymmetric 6,6´-diaryl-2,2´-bipyridines using a 1,2,4-triazine methodology

  • Full Articles
  • Published:
Russian Chemical Bulletin Aims and scope

Abstract

New unsymmetric 6,6´-diaryl-2,2´-bipyridines were synthesized in high yields using a “1,2,4-triazine” methodology. Their photophysical properties were studied.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. M. G. Fraser, H. van der Salm, S. A. Cameron, J. E. Barnsley, K. C. Gordon, Polyhedron, 2013, 52, 623.

    Article  CAS  Google Scholar 

  2. D. Chandran, K. Mi Lee, H. Chul Chang, G. Young Song, J.-E. Lee, H. Suh, I. Kim, J. Organomet. Chem., 2012, 718, 8.

    Article  CAS  Google Scholar 

  3. Eur. Pat. 1577300 A1.

  4. US Pat. 2012065402 A1.

  5. J. D. Megiatto, Jr., D. I. Schuster, J. Am. Chem. Soc., 2008, 130, 12872.

    Article  CAS  Google Scholar 

  6. G. V. Zyryanov, D. S. Kopchuk, I. S. Kovalev, E. V. Nosova, V. L. Rusinov, O. N. Chupakhin, Russ. Chem. Rev., 2014, 83, 783.

    Article  CAS  Google Scholar 

  7. A. Orejyn, A. Castellanos, P. Salagre, S. Castillyn, C. Claver, Canad._J. Chem., 2005, 83, 764.

    Article  Google Scholar 

  8. H. Akdas-Kilig, J.-P. Malval, F. Morlet-Savary, A. Singh, L. Toupet, I. Ledoux-Rak, J. Zyss, H. Le Bozec, Dyes and Pigments, 2012, 92, 681.

    Article  CAS  Google Scholar 

  9. M. D. Sampson, A. D. Nguyen, K. A. Grice, C. E. Moore, A. L. Rheingold, C. P. Kubiak, J. Am. Chem. Soc., 2014, 136, 5460.

    Article  CAS  Google Scholar 

  10. M. Sandroni, L. Favereau, A. Planchat, H. Akdas-Kilig, N. Szuwarski, Y. Pellegrin, E. Blart, H. Le Bozec, M. Boujtita, F. Odobel, J. Mat. Chem. A, 2014, 2, 9944.

    Article  CAS  Google Scholar 

  11. B. Bozic-Weber, ven Y. Brauchli, E. C. Constable, S. O. Fuerer, C. E. Housecroft, F. J. Malzner, I. A.Wright, J. A. Zampese, SDalton Trans., 2013, 42, 12293.

    Article  CAS  Google Scholar 

  12. Sven Y. Brauchli, B. Bozic-Weber, E. C. Constable, N. Hostettler, C. E. Housecroft, J. A. Zampese, RSC Adv., 2014, 4, 34801.

    Article  CAS  Google Scholar 

  13. N. E. Leadbeater, S. M. Resouly, Tetrahedron Lett., 1999, 40, 4243.

    Article  CAS  Google Scholar 

  14. J. C. Loren, J. S. Siegel, Angew. Chem., Int. Ed., 2001, 40, 754.

    Article  CAS  Google Scholar 

  15. H. Wang, Y. Pei, J. Bai, J. Zhang, Y. Wu, X. Cui, RSC Adv., 2014, 4, 26244.

    Article  CAS  Google Scholar 

  16. T. Haino, H. Mitsuhashi, Y. Ishizu, Y. Fukazawa, Tetrahedron Lett., 2006, 47, 7915.

    Article  CAS  Google Scholar 

  17. S. Akine, T. Shimada, H. Nagumo, T. Nabeshima, Dalton Trans., 2011, 40, 8507.

    Article  CAS  Google Scholar 

  18. US Pat. 6177419 B1.

  19. S. Chabdon-Noblat, J.-P. Sauvage, Tetrahedron, 1991, 47, 5123.

    Article  Google Scholar 

  20. A. Rykowski, D. Branowska, J. Kielak, Tetrahedron Lett., 2000, 41, 3657.

    Article  CAS  Google Scholar 

  21. V. N. Kozhevnikov, O. V. Shabunina, D. S. Kopchuk, M. M. Ustinova, B. Kunig, D. N. Kozhevnikov, Tetrahedron, 2008, 64, 8963.

    Article  CAS  Google Scholar 

  22. G. R. Pabst, J. Sauer, Tetrahedron Lett., 1998, 39, 6687.

    Article  CAS  Google Scholar 

  23. D. Branowska, Molecules, 2005, 10, 274.

    Article  CAS  Google Scholar 

  24. C. Yu, X. Zhou, X.-H. Wei, B.-L. Yu, H. Chao, L.-N. Ji, Inorg. Chem. Commun., 2010, 13, 1018.

    Article  Google Scholar 

  25. V. Maheshwari, P. A. Marzilli, L. G. Marzilli, Inorg. Chem., 2008, 47, 9303.

    Article  CAS  Google Scholar 

  26. S. Konno, S. Ohba, M. Sagi, H. Yamanaka, Chem. Pharm. Bull., 1987, 35, 1378.

    Article  CAS  Google Scholar 

  27. S. Konno, S. Ohba, M. Sagi, H. Yamanaka, Heterocycles, 1986, 24, 1243.

    Article  CAS  Google Scholar 

  28. A. Mustafa, A. K. Mansour, H. A. A. Zaher, J. Prakt. Chem., 1971, 313, 699.

    Article  CAS  Google Scholar 

  29. J. M. Morsy, W. R. Abd El-Monem, Boll. Chim. Farm., 2001, 140, 83.

    CAS  Google Scholar 

  30. R. M. Abd El-Rahman, J. M. Morsy, H. A. Allimony, W. R. Abd El-Monem, Boll. Chim. Farm., 1999, 138, 176.

    CAS  Google Scholar 

  31. P. W. Sadler, J. Chem. Soc., 1961, 243.

    Google Scholar 

  32. M. Khoshneviszadeh, M. H. Ghahremani, A. Foroumadi, R. Miri, O. Firuzi, A. Madadkar-Sobhani, N. Edraki, M. Parsa, A. Shafiee, Bioorg. Med. Chem., 2013, 21, 6708.

    Article  CAS  Google Scholar 

  33. S. Ohba, S. Konno, H. Yamanaka, Chem. Pharm. Bull., 1991, 39, 486.

    Article  CAS  Google Scholar 

  34. S. Konno, M. Yokoyama, A. Kaite, I. Yamatsuta, S. Ogawa, M. Mizugaki, H. Yamanaka, Chem. Pharm. Bull., 1982, 30, 152.

    Article  CAS  Google Scholar 

  35. D. S. Kopchuk, Ph. D. Thesis, USTU—UPI, Ekaterinburg, 2010, 122 pp. (in Russian).

    Google Scholar 

  36. C. A. Parker, Photoluminescence of Solutions: with Applications to Photochemistry and Analytical Chemistry, Amsterdam—London—New York, Elsevier, 1968, pp. 248–249.

    Google Scholar 

  37. D. S. Kopchuk, A. F. Khasanov, I. S. Kovalev, G. A. Kim, I. L. Nikonov, G. V. Zyryanov, V. L. Rusinov, O.N. Chupakhin, Chem. Heterocycl. Compd. (Engl. Transl.), 2014, 50, 864 [Khim. Geterotsikl. Soedin., 2014, 936].

    Article  CAS  Google Scholar 

  38. D. S. Kopchuk, A. F. Khasanov, I. S. Kovalev, G. V. Zyryanov, G. A. Kim, I. L. Nikonov, V. L. Rusinov, O.N. Chupakhin, Chem. Heterocycl. Compd. (Engl. Transl.), 2014, 50, 871 [Khim. Geterotsikl. Soedin., 2014, 943].

    Article  CAS  Google Scholar 

  39. S. S. Bhella, M. Elango, M. P. S. Ishar, Tetrahedron, 2009, 65, 240.

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Ural Federal University named after the first president of Russia B. N. Eltsin, 19 ul. Mira, 620002, Ekaterinburg, Russian Federation

    D. S. Kopchuk, N. V. Chepchugov, G. A. Kim, G. V. Zyryanov, I. S. Kovalev, V. L. Rusinov & O. N. Chupakhin

  2. I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22 ul. S. Kovalevskoi, 620041, Ekaterinburg, Russian Federation

    D. S. Kopchuk, G. A. Kim, G. V. Zyryanov, V. L. Rusinov & O. N. Chupakhin

Authors
  1. D. S. Kopchuk
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. N. V. Chepchugov
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. G. A. Kim
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. G. V. Zyryanov
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. I. S. Kovalev
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. V. L. Rusinov
    View author publications

    You can also search for this author in PubMed Google Scholar

  7. O. N. Chupakhin
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to G. V. Zyryanov.

Additional information

Dedicated to Academician of the Russian Academy of Sciences V. I. Minkin on the occasion of his 80th birthday.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 3, pp. 0695—0698, March, 2015.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Kopchuk, D.S., Chepchugov, N.V., Kim, G.A. et al. Synthesis of unsymmetric 6,6´-diaryl-2,2´-bipyridines using a 1,2,4-triazine methodology. Russ Chem Bull 64, 695–698 (2015). https://doi.org/10.1007/s11172-015-0921-7

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11172-015-0921-7

Key words

Search

Navigation