Chemistry of Heterocyclic Compounds

, Volume 53, Issue 1, pp 39–41 | Cite as

Tetraaryl-substituted aza-BODIPY: synthesis, spectral properties, and possible applications (microreview)

HETEROCYCLES IN FOCUS
This microreview covers the currently available data about the synthesis and practically valuable spectral and luminescence properties of tetraaryl-substituted aza-BODIPY dyes.

Keywords

Phthalocyanine Electronic Absorption Spectrum Nitromethane Pyrrole Ring Boron Trifluoride 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

Notes

This work was performed with financial support from the Russian Foundation for Basic Research within the framework of the scientific project No. 16-33-00611 mol_a.

References

  1. 1.
    (a) Teets, T. S.; Updegraff, J. B., III; Esswein, A. J.; Gray, T. G. Inorg. Chem. 2009, 48, 8134. (b) Loudet, A.; Burgess, K. Chem. Rev. 2007, 107, 4891.Google Scholar
  2. 2.
    (a) Zhao, W.; Carreira, E. M. Chem.–Eur. J. 2006, 12, 7254. (b) Gresser, R.; Hoyer, A.; Hummert, M.; Hartmann, H.; Leo, K.; Riede, M. Dalton Trans. 2011, 40, 3476. (c) Jokic, T.; Borisov, S. M.; Saf, R.; Nielsen, D. A.; Kühl, M.; Klimant, I. Anal. Chem. 2012, 84, 6723.Google Scholar
  3. 3.
    (a) Zhang, X.; Yu, H.; Xiao, Y. J. Org. Chem. 2012, 77, 669. (b) Palma, A.; Tasior, M.; Frimannsson, D. O.; Vu, T. T.; Meallet-Renault, R.; O'Shea, D. F. Org. Lett. 2009, 11, 3638. (c) Killoran, J.; Allen, L.; Gallagher, J.; Gallagher, W.; O'Shea, D. Chem. Commun. 2002, 1862. (d) Gorman, A.; Killoran, J.; O'Shea, C.; Kenna, T.; Gallagher, W. M.; O'Shea, D. F. J. Am. Chem. Soc. 2004, 126, 10619. (i) Chibani, S.; Le Guennic, B.; Charaf-Eddin, A.; Maury, O.; Andraud, C.; Jacquemin, D. J. Chem. Theory Comput. 2012, 8, 3303.Google Scholar
  4. 4.
    (a) Erten-Ela, S.; Yilmaz, M. D.; Icli, B.; Dede, Y.; Icli, S.; Akkaya, E. U. Org. Lett. 2008, 10, 3299. (b) Shimizu, S.; Iino, T.; Saeki, A.; Seki, Sh., Kobayashi, N. Chem.–Eur. J. 2015, 21, 2893.Google Scholar
  5. 5.
    Flavin, K.; Lawrence, K.; Bartelmess, J.; Tasior, M.; Navio, C.; Bittencourt, C.; O'Shea, D. F.; Guldi, D. M.; Giordani, S. ACS Nano 2011, 5, 1198.CrossRefGoogle Scholar
  6. 6.
    Bouit, P.-A.; Kamada, K.; Feneyrou, P.; Berginc, G.; Toupet, L.; Maury, O.; Andraud, C. Adv. Mater. 2009, 21, 1151.CrossRefGoogle Scholar
  7. 7.
    (a) Coskun, A.; Yilmaz, M.; Akkaya, E. U. Org. Lett. 2007, 9, 607. (b) Murtagh, J.; Frimannsson, D. O.; O'Shea, D. F. Org. Lett. 2009, 11, 5386; (c) Boens, N.; Leen, V.; Dehaen, W. Chem. Soc. Rev. 2012, 41, 1130. (d) Adarsh, N.; Shanmugasundaram, M.; Ramaiah, D. Anal. Chem. 2013, 85, 10008. (i) Descalzo, A. B.; Xu, H.-J.; Shen, Z.; Rurack, K. Ann. N. Y. Acad. Sci. 2008, 1130, 164.Google Scholar
  8. 8.
    Rogers, M. A. T. J. Chem. Soc. 1943, 590.Google Scholar
  9. 9.
    Sathyamoorthi, G.; Soong, M.-L.; Ross, T. W.; Boyer, J. H. Heteroat. Chem. 1993, 4, 603.CrossRefGoogle Scholar
  10. 10.
    Nepomnyashchii, A. B.; Broring, M.; Ahrens, J.; Bard, A. J. J. Am. Chem. Soc. 2011, 133, 8633.CrossRefGoogle Scholar
  11. 11.
    Dudina, N. A.; Berezin, M. B.; Semeikin, A. S.; Antina, E. V. Russ. J. Gen. Chem. 2015, 85, 2739. [Zh. Obshch. Khim. 2015, 85, 2007.]Google Scholar
  12. 12.
    Jiao, L.; Wu, Y.; Ding, Y.; Wang, S.; Zhang, P.; Yu, Ch., Wie, Y.; Mu, X.; Hao, E. Chem.–Asian J. 2014, 9, 805.Google Scholar
  13. 13.
    Bessette, A.; Ferreira, J. G.; Giguѐre, M.; Bélanger, F.; Désilets, D.; Hanan, G. S. Inorg. Chem. 2012, 51, 12132.CrossRefGoogle Scholar
  14. 14.
    Kuznetsova, R. T.; Aksenova, Yu. V.; Bashkirtsev, D. E.; Prokopenko, A. A.; Tel'minov, E. N.; Mayer, G. V.; Dudina, N. A.; Antina, E. V.; Nikonova, A. Yu.; Berezin, M. B.; Semeikin, A. S. Khimiya Vysokikh Energii 2015, 49(1), 18.Google Scholar
  15. 15.
    McDonnell, S. O.; O'Shea, D. F. Org. Lett. 2006, 8, 3493.CrossRefGoogle Scholar
  16. 16.
    Sharman, W. M.; Allen, C. M.; van Lier, J. E. Drug Discovery Today 1999, 4, 507.CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media New York 2017

Authors and Affiliations

  1. 1.G. A. Krestov Institute of Solution ChemistryRussian Academy of SciencesIvanovoRussia

Personalised recommendations