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International Journal of Photoenergy
Volume 2006, Article ID 43213, 7 pages
http://dx.doi.org/10.1155/IJP/2006/43213

Photochromism of indolino-benzopyrans studied by NMR and UV-visible spectroscopy

1CNRS UMR 8009, Laboratoire de Physique, Faculté de Pharmacie, Université de Lille 2, Lille Cedex 59006, France
2Centro de Química, Universidade de Trás-os-Montes e Alto Douro, Vila Real 5000-911, Portugal

Received 20 February 2006; Accepted 20 February 2006

Copyright © 2006 S. Delbaere et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Linked References

  1. R. S. Becker and J. Michl, “Photochromism of synthetic and naturally occurring 2H-chromenes and 2H-pyrans,” Journal of the American Chemical Society, vol. 88, no. 24, pp. 5931–5933, 1966. View at Publisher · View at Google Scholar
  2. B. Van Gemert, “Benzo and Naphthopyrans (Chromenes),” in Organic Photochromic and Thermochromic Compounds, J. C. Crano and R. J. Guglielmetti, Eds., vol. 1, pp. 111–140, Plenum Press, New York, NY, USA, 1999, chapter 3. View at Google Scholar
  3. J. C. Crano, T. Flood, D. Knowles, A. Kumar, and B. Van Gemert, “Photochromic compounds: chemistry and application in ophthalmic lenses,” Pure and Applied Chemistry, vol. 68, no. 7, pp. 1395–1398, 1996. View at Publisher · View at Google Scholar
  4. S. Delbaere, B. Luccioni-Houze, C. Bochu, Y. Teral, M. Campredon, and G. Vermeersch, “Kinetic and structural studies of the photochromic process of 3H-naphthopyrans by UV and NMR spectroscopy,” Journal of the Chemical Society, Perkin Transactions, vol. 2, pp. 1153–1158, 1998. View at Publisher · View at Google Scholar
  5. F. Ortica, C. Moustrou, J. Berthet et al., “Comprehensive photokinetic and NMR study of a biphotochromic supermolecule involving two naphthopyrans linked to a central thiophene unit through acetylenic bonds,” Photochemistry and Photobiology, vol. 78, no. 6, pp. 558–566, 2003. View at Publisher · View at Google Scholar
  6. F. Ortica, P. Smimmo, G. Favaro et al., “Effect of oligothiophene substituents on the photophysical and photochromic properties of a naphthopyran,” Photochemical & Photobiological Sciences, vol. 3, pp. 878–885, 2004. View at Google Scholar
  7. X. Sallenave, S. Delbaere, G. Vermeersch, A. Saleh, and J.-L. Pozzo, “Photoswitch based on remarkably simple naphthopyrans,” Tetrahedron Letters, vol. 46, no. 18, pp. 3257–3259, 2005. View at Publisher · View at Google Scholar
  8. M. M. Oliveira, M. A. Salvador, G. Vermeersch, J. Berthet, and S. Delbaere, “Synthesis and photochromic behavior of fluoro 2H-1-benzopyrans containing a carbazole moiety,” Molecular Crystals and Liquid Crystals, vol. 431, pp. 473–485, 2005. View at Publisher · View at Google Scholar
  9. M. M. Oliveira, L. M. Carvalho, C. Moustrou, A. Samat, R. Guglielmetti, and A. M. F. Oliveira-Campos, “Synthesis and photochromic behaviour of novel 2H-1-benzopyrans (=2H-chromenes) derived from carbazololes,” Helvetica Chimica Acta, vol. 84, no. 5, pp. 1163–1171, 2001. View at Publisher · View at Google Scholar
  10. C. D. Gabbutt, B. M. Heron, A. C. Instone et al., “Observations on the synthesis of photochromic naphthopyrans,” European Journal of Organic Chemistry, vol. 2003, no. 7, pp. 1220–1230, 2003. View at Publisher · View at Google Scholar
  11. J. C. Arnall-Culliford, Y. Teral, P. Sgarabotto, M. Campredon, and G. Giusti, “New halogenated diphenyl-2H-benzo[h]chromene derivatives: synthesis and optical properties,” Journal of Photochemistry and Photobiology A: Chemistry, vol. 159, no. 1, pp. 7–16, 2003. View at Publisher · View at Google Scholar
  12. G. Sartori, G. Casiraghi, L. Bolzoni, and G. Casnati, “General synthesis of 2H-benzo[b]pyrans (chrom-3-enes) from metal phenoxides and .alpha.,.beta.-unsaturated carbonyl compounds,” The Journal of Organic Chemistry, vol. 44, no. 5, pp. 803–805, 1979. View at Publisher · View at Google Scholar
  13. G. Ottavi, G. Favaro, and V. Malatesta, “Spectrokinetic study of 2,2-diphenyl-5,6-benzo(2H)chromene: a thermoreversible and photoreversible photochromic system,” Journal of Photochemistry and Photobiology A: Chemistry, vol. 115, no. 2, pp. 123–128, 1998. View at Publisher · View at Google Scholar
  14. G. Ottavi, F. Ortica, and G. Favaro, “Photokinetic methods: a mathematical analysis of the rate equations in photochromic systems,” International Journal of Chemical Kinetics, vol. 31, no. 4, pp. 303–313, 1999. View at Publisher · View at Google Scholar
  15. J. Hobley and V. Malatesta, “Energy barrier to TTC-TTT isomerisation for the merocyanine of a photochromic spiropyran,” Physical Chemistry Chemical Physics, vol. 2, pp. 57–59, 2000. View at Publisher · View at Google Scholar