Synthesis, structure and second-order nonlinear optical properties of highly functionalized 6-aminopentafulvenes

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Joan F. Piniella, Angel Alvarez-larena, María A. Díaz-garcía, Fernando Agulló-lópez, Isabelle Ledoux, Joseph Zyss, Midori Kato, Masashi Kiguchi, M. Mar Miranda, Montserrat Muñoz, Elena Soler, Silvia Sorribes and Gabriel Germain


Abstract

Novel donor–acceptor functionalized pentafulvenes have been synthesized and characterized. Structural data have been obtained by single crystal X-ray diffraction. Their molecular and macroscopic second-order nonlinear optical properties have been investigated,via electric field induced second harmonic generation (EFISH) in solution and by second harmonic generation with evanescent wave (SHEW) in the solid state.


References

  1. (a) D. S. Chemla and J. Zyss, Nonlinear Optical Properties of Organic Molecules and Crystals, Academic Press, New York, 1987 Search PubMed; (b) P. N. Prasad and D. J. Williams, Introduction to Nonlinear Effects in Molecules and Polymers, Wiley, New York, 1991 Search PubMed; (c) J. Zyss, Molecular Nonlinear Optics, ed. J. Zyss, Academic, New York, 1993 Search PubMed; (d) Man Shing Wong, C. Bosshard and P. Günter, Adv. Mater., 1997, 9, 837 CrossRef CAS.
  2. T. Asao, G. Becker, H. Blaschke, H. Kolshom, H. J. Lindler, M. Oda, M. Saverbier, G. Use and K. P. Zeller, Carbocyclische π-elektronen-systeme, p. 494, in Methoden der Organischen Chemie, vol. 5/2c (Houben-Weyl), G. T. Verlag, Stuttgart 1985 Search PubMed.
  3. (a) P. Victory, A. Alvarez-Larena, E. Barberà, X. Batllori, J. I. Borrell and C. Córdoba, J. Chem. Res., 1989, (S) 88; (M) 631 Search PubMed; (b) P. Victory, A. Alvarez-Larena, C. Beti, X. Batllori, J. I. Borrell and C. Córdoba, Chem. Ber., 1991, 124, 207 CAS; (c) J. L. Briansó, J. F. Piniella, X. Martí, P. Victory, A. Alvarez-Larena, X. Batllori and J. I. Borrell, Acta Crystallogr Sect. C., 1989, 45, 1598 CrossRef.
  4. P. Victory, A. Alvarez-Larena, J. F. Piniella, G. Germain, E. Soler and M. Muñoz, An. Quím., 1995, 91, 32 Search PubMed.
  5. (a) S. Millefiori and A. Alparone, J. Chem. Soc., Faraday Trans., 1994, 90, 2873 RSC; (b) K. Kondo, H. Goda, K. Takemoto, H. Aso, T. Sasaki, K. Kawakami, H. Yoshida and K. Yoshida, J. Mater. Chem., 1992, 2, 1097 RSC.
  6. J. F. Piniella, J. Rius, A. Alvarez-Larena, X. Batllori and P. Victory, J. Cryst. Spec. Res., 1991, 21, 489 Search PubMed.
  7. J. L. Oudar, J. Chem. Phys., 1977, 67, 446 CrossRef CAS.
  8. I. Ledoux and J. Zyss, Chem. Phys., 1982, 73, 203 CrossRef CAS.
  9. E. A. Guggenheim, J. Chem. Soc., Faraday Trans., 1949, 45, 203 Search PubMed.
  10. M. Kiguchi, M. Kato, N. Kumegawa and Y. Taniguchi, J. Appl. Phys., 1994, 75, 4332 CrossRef CAS.
  11. J. Zyss, J. F. Nicoud and M. Coquillay, J. Chem. Phys., 1984, 81, 4160 CrossRef CAS.
  12. G. M. Sheldrick, SHELXS-86. Crystallographic Computing 3 ed. G. M. Sheldrick, C. Krüger and R. Goddard, Oxford Univ. Press, Oxford, 1985 Search PubMed.
  13. G. M. Sheldrick, SHELX-93. A program for the refinement of crystal structures, Göttingen University, 1993 Search PubMed.
  14. M. Nardelli, PARST-95., J. Appl. Cryst., 1995, 28, 659 CrossRef CAS.
  15. A. Alvarez-Larena, E. Soler, J. Teixidó and B. Serra, Unpublished results.
  16. A. Alvarez-Larena, G. Andreu, J. F. Piniella and X. Tomaàs, Afinidad, 1995, 459, 297 Search PubMed.
  17. A. L. Spek, PLUTON-93, Program for the display and analysis of crystal structures, Utrecht University, 1993 Search PubMed.
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