Skip to main content
Log in

New heterocyclic derivatives of bicyclo[2.2.1]hepta-2,5-diene

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

2-Substituted imidazolidines and hexahydropyrimidines have been obtained by the interaction of ethane-1,2-diamine and propane-1,3-diamine derivatives with 3-phenylbicyclo[2.2.1]hepta-2,5-diene-2-carbaldehyde. Investigation of their luminescent, photochromic, and sensor properties has shown the possibility of using these compounds as photoswitch pH sensors.

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

Access this article

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

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1
Fig. 2
Fig. 3

Similar content being viewed by others

References

  1. B. Wang and E. V. Anslyn (editors), Chemosensors: Principles, Strategies, and Applications, John Wiley & Sons (2011), pp. 1, 65, 371, 395.

  2. J. R. Lakowicz and C. D. Geddes (editors), “Advanced Concepts in Fluorescence Sensing, Part A: Small Molecule Sensing”, in: Top. Fluoresc. Spectrosc., Vol. 9, Springer Science, New York (2005), pp. 1, 59.

  3. V. A. Bren, Usp. Khim., 70, 1152 (2001).

    Article  Google Scholar 

  4. O. G. Nikolaeva, E. B. Gaeva, E. N. Shepelenko, A. V. Tsukanov, A. V. Metelitsa, B. S. Lukyanov, A. D. Dubonosov, V. A. Bren, and V. I. Minkin, Zh. Org. Khim., 45, 1102 (2009).[Rus. J. Org. Chem., 45, 1091 (2009)].

    Google Scholar 

  5. V. W.-W. Yam and C.-C. Ko, US Pat. Appl. 20100137596.

  6. V. A. Bren, A. D. Dubonosov, V. I. Minkin, L. L. Popova, Yu. V. Revinskii, V. P. Rybalkin, I. E. Tolpygin, A. V. Tsukanov, and E. N. Shepelenko, Zh. Org. Khim., 38, 1872 (2002). [Rus. J. Org. Chem., 38, 1813 (2002)].

    Google Scholar 

  7. A. D. Dubonosov, V. A. Bren, and V. I. Minkin, “The photochemical reactivity of the norbornadiene-quadricyclene system”, in: W. Horspool and F. Lenci (editors), Organic Photochemistry and Photobiology, Vol. 1, Chap. 17, CRC Press (2004), pp.1-34.

  8. P. Lainé, V. Marvaud, A. Gourdon, J.-P. Launay, R. Argazzi, and C.-A. Bignozzi, Inorg. Chem., 35, 711 (1996).

    Article  Google Scholar 

  9. S. Fraysse, C. Coudret, and J.-P. Launay, Eur. J. Inorg. Chem., 1581 (2000).

  10. S. Takahashi, K. Samata, H. Muta, S. Machida, and K. Horie, Appl. Phys. Lett., 78, 13 (2001).

    Article  CAS  Google Scholar 

  11. H. Nishino and Y. Inoue, JP Pat. Appl. 2000086588.

  12. F. Strack, P. G. Jones, and R. Herges, Eur. J. Org. Chem., 2533 (1998).

  13. R. Herges and W. Reif, Liebigs Ann., 761 (1996).

  14. Z. Lin, S. Priyadarshy, A. Bartko, and D. H. Waldeck, J. Photochem. Photobiol., A, 110, 131 (1997).

    Google Scholar 

  15. Y. Yamashita, T. Hanaoka, Y. Takeda, T. Mukai, and T. Miyashi, Bull. Chem. Soc. Jpn, 61, 2451 (1988).

    Article  CAS  Google Scholar 

  16. A. V. Koblik, L. A. Murad'yan, A. D. Dubonosov, and G. P. Zolotovskova, Khim. Geterotsikl. Soedin., 307 (1990). [Chem. Heterocycl. Compd., 26, 259 (1990)].

    Google Scholar 

  17. I. E. Tolpygin, V. A. Bren, A. D. Dubonosov, V. I. Minkin, and V. P. Rybalkin, Zh. Org. Khim., 39, 1435 (2003). [Rus. J. Org. Chem., 39, 1364 (2003)].

    Google Scholar 

  18. I. E. Tolpygin, V. P. Rybalkin, E. N. Shepelenko, N. I. Makarova, A. V. Metelitsa, Yu. V. Revinskii, A. V. Tsukanov, A. D. Dubonosov, V. A. Bren, and V. I. Minkin, Zh. Org. Khim., 43, 390 (2007). [Rus. J. Org. Chem., 43, 388 (2007)].

    Google Scholar 

Download references

The work was carried out with the financial support of the Federal Targeted Program “Scientific and Scientific-pedagogical Personnel of Innovative Russia” (grant P 678).

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to I. E. Tolpygin.

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1614–1619, October, 2012.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Tolpygin, I.E., Chernoivanov, V.A., Revinskii, Y.V. et al. New heterocyclic derivatives of bicyclo[2.2.1]hepta-2,5-diene. Chem Heterocycl Comp 48, 1503–1507 (2013). https://doi.org/10.1007/s10593-013-1164-x

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10593-013-1164-x

Keywords

Navigation