Skip to main content
Log in

Expanded porphyrins as third order non-linear optical materials: Some structure-function correlations

  • Published:
Journal of Chemical Sciences Aims and scope Submit manuscript

Abstract

In this paper, the non-linear optical properties of representative core-modified expanded porphyrins have been investigated with an emphasis on the structure-property relationship between the aromaticity and conformational behaviour. It has been shown that the measured two-photon absorption cross section (σ 2) values depend on the structure of macrocycle, its aromaticity and the number of π-electrons in conjugation.

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.

Similar content being viewed by others

References

  1. For a recent highlight on expanded porphyrins see Sessler J L and Weghorn S J 1997 Expanded, contracted and isomeric porphyrins (Oxford: Elsevier) and references therein

    Google Scholar 

  2. Sessler J L and Weghorn S J 2000 Expanded Porphyrins In Porphyrin handbook (eds) K M Kadish, K M Smith and R Guilard (New York: Academic Press) vol II, chapter 9

    Google Scholar 

  3. Lash T D 2000 Angew. Chem. Int. Ed. 39 1763

    Article  CAS  Google Scholar 

  4. Ehrlich J E, Wu X L, Lee I-Y, Hu Z-Y, Rockel H, Marder S R and Perry J W 1997 Opt. Lett. 22 1843

    CAS  Google Scholar 

  5. Kohler R H, Cao J, Zipfel W R, Webb W W and Hanson M R 1997 Science 276 2039

    Article  CAS  Google Scholar 

  6. Kawata S, Sun H-B, Tanaka T and Takada K 2001 Nature (London) 412 697

    Article  CAS  Google Scholar 

  7. Ahn T K, Kwon J H, Kim D Y, Cho D W, Jeong D H, Kim S K, Suzuki M, Shimizu S, Osuka A and Kim D 2005 J. Am. Chem. Soc. 127 12856

    Article  CAS  Google Scholar 

  8. Yoon Z S, Kwon J H, Yoon M-C, Koh M K, Noh S B, Sessler J L, Lee J T, Seidel D, Aguilar A, Shimizu S, Suzuki M, Osuka A and Kim D 2006 J. Am. Chem. Soc. 128 14128

    Article  CAS  Google Scholar 

  9. Ogawa K, Ohashi A, Kobuke Y, Kamada K and Ohta K 2003 J. Am. Chem. Soc. 125 13356

    Article  CAS  Google Scholar 

  10. Drobizhev M, Stepanenko Y, Dzenis Y, Karotki A, Rebane A, Taylor P N and Anderson H L 2004 J. Am. Chem. Soc. 126 15352

    Article  CAS  Google Scholar 

  11. Drobizhev M, Stepanenko Y, Dzenis Y, Karotki A, Rebane A, Taylor P N and Anderson H L 2005 J. Phys. Chem. B109 7223

    Google Scholar 

  12. For recent studies on TPA cross on porphyrins see (a) Mori S, Kim K S, Yoon Z S, Noh S B, Kim D and Osuka A 2007 J. Am. Chem. Soc. 129 11344

    Article  CAS  Google Scholar 

  13. Yoon M-C, Noh S B, Tsuda A, Nakamura Y, Osuka A and Kim D 2007 J. Am. Chem. Soc. 129 10080

    Article  CAS  Google Scholar 

  14. Hisaki I, Hiroto S, Kim K S, Noh S B, Kim D, Shinokubo H and Osuka A 2007 Angew. Chem. Int. Ed. 46 5125

    Article  Google Scholar 

  15. Chandrashekar T K and Venkatraman S 2003 Acc. Chem. Res. 36 676

    Article  CAS  Google Scholar 

  16. Rath H, Sankar J, PrabhuRaja V, Chandrashekar T K, Joshi B S and Roy R 2005 Chem. Commun. 3343

  17. Rath H, Sankar J, PrabhuRaja V, Chandrashekar T K and Joshi B S 2005 Org. Lett. 7 5445

    Article  CAS  Google Scholar 

  18. Misra R, Kumar R, Chandrashekar T K and Suresh E 2007 Chem. Commun. 43

  19. Rath H, Sankar J, PrabhuRaja V, Chandrashekar T K, Nag A and Goswami D 2005 J. Am. Chem. Soc. 127 11608

    Article  CAS  Google Scholar 

  20. Rath H, Sankar J, PrabhuRaja V, Chandrashekar T K, Nag A, Goswami D and Joshi B S 2006 Org. Lett. 8 2325

    Article  CAS  Google Scholar 

  21. Misra R, Kumar R, Chandrashekar T K, Suresh C H, Nag A and Goswami D 2006 J. Am. Chem. Soc. 128 16083

    Article  CAS  Google Scholar 

  22. Misra R, Kumar R, Chandrashekar T K, Nag A and Goswami D 2006 Org. Lett. 8 629

    Article  CAS  Google Scholar 

  23. Kumar R, Misra R, Chandrashekar T K, Nag A Goswami D, Suresh E and Suresh C H 2007 Eur. J. Org. Chem. 4552

  24. Narayanan S J, Sridevi B, Chandrashekar T K, Vij A and Roy R 1998 Angew. Chem. Int. Ed. 37 3394

    Article  CAS  Google Scholar 

  25. Narayanan S J, Sridevi B, Chandrashekar T K, Viji A and Roy R 1999 J. Am. Chem. Soc. 121 9053

    Article  CAS  Google Scholar 

  26. Narayanan S J, Sridevi B and Chandrashekar T K 1999 Org. Lett. 1 587

    Article  CAS  Google Scholar 

  27. Rath H, Anand V G, Sankar J, Venkatraman, Chandrashekar T K, Joshi B S, Khetrapal C L, Schilde U and Senge M O 2003 Org. Lett. 5 3531

    Article  CAS  Google Scholar 

  28. Srinivasan A, Anand V G, Narayanan S J, Pushpan S K, Kumar M R Chandrashekar T K Sugiura K-I and Sakata Y 1999 J. Org. Chem. 64 8693

    Article  CAS  Google Scholar 

  29. Narayanan S J, Srinivasan A, Sridevi B, Chandrashekar T K, Senge M O, Sugiura K-I and Sakata Y 2000 Eur. J. Org. Chem. 2357

  30. Sengupta P, Balaji J, Banerjee S, Philip R, Ravindra K G and Maiti S 2000 J. Chem. Phys. 112 9201

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Tavarekere K. Chandrashekar.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Gokulnath, S., Chandrashekar, T.K. Expanded porphyrins as third order non-linear optical materials: Some structure-function correlations. J Chem Sci 120, 137–142 (2008). https://doi.org/10.1007/s12039-008-0016-1

Download citation

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s12039-008-0016-1

Keywords

Navigation