Homo- and hetero-dimetallic ethynyl- and butadiynyl-bridged bisphthalocyaninato complexes

Abstract

A new type of phthalocyanine-based chromophore system having two metallophthalocyanine rings bound together through ethynyl linkages has been synthesized.

References

1. (a) R. W. Wagner, T. E. Johnson, F. Li and J. S. Lindsey, J. Org. Chem., 1995, 60, 5266; (b) V. S.-Y. Lin and M. J. Therien, Chem. Eur. J., 1995, 645; (c) N. Nishino, R. W. Wagner and J. S. Lindsey, J. Org. Chem., 1996, 61, 7534.
2. Phthalocyanines: Properties and Applications; ed. C. C. Leznoff and A. B. P. Lever, VCH, Weinheim, 1989, 1993, 1996, vols. 1–4.
3. A. Weitemeyer, H. Kiesch and D. J. Wöhrle, J. Org. Chem., 1995, 60, 4900; S. V. Kudrevich, S. Gilbert and J. E. van Lier, J. Org. Chem., 1996, 61, 5706; A. Sastre, B. del Rey and T. Torres, J. Org. Chem., 1996, 61, 8591.
4. B. Hauschel, P. Stihler and M. Hanack, Trends Polym. Sci., 1996, 4, 348.
5. See citations in ref. 6(a) and 6(d).
6. See for example (a) C. C. Leznoff, H. Lam, S. M. Marcuccio, W. A. Nevin, P. Janda, N. Kobayashi and A. B. P. Lever, J. Chem. Soc., Chem. Commun., 1987, 699; (b) D. Lelievre, L. Bosio, J. Simon, J.-J. André and F. Bensebaa, J. Am. Chem. Soc., 1992, 114, 4475; (c) D. Lelievre, O. Damette and J. Simon, J. Chem. Soc., Chem. Commun., 1993, 939; (d) J. Yang and M. R. Van De Mark, Tetrahedron Lett., 1993, 33, 5223; (e) N. Kobayashi, H. Lam, W. A. Nevin, P. Janda, C. C. Leznoff, T. Koyama, A. Monden and H. Shirai, J. Am. Chem. Soc., 1994, 116, 879.
7. V. S.-Y. Lin, S. G. DiMagno and M. J. Therien, Science, 1994, 264, 1105; V. Grosshenny, A. Harriman and R. Ziessel, Angew. Chem., Int. Ed. Engl., 1995, 34, 2705.
8. D. S. Terekhov, K. J. M. Nolan, C. R. McArthur and C. C. Leznoff, J. Org. Chem., 1996, 61, 3034.
9. H. Ali and J. E. van Lier, Tetrahedron Lett., 1997, 38, 1157.
10. (a) A. Sastre, T. Torres, M. A. Diaz-Garía, F. Agulló-López, C. Dhenaut, S. Brasselet, I. Ledoux and J. Zyss, J. Am. Chem. Soc., 1996, 118, 2746; (b) G. de la Torre, T. Torres and F. Agulló-López, Adv. Mater., 1997, 9, 265.
11. S. M. Marcuccio, P. I. Svirskaya, S. Greenberg, A. B. P. Lever and C. C. Leznoff, Can. J. Chem., 1985, 63, 3057.
12. D. E. Ames, D. Bull and C. Takundwa, Synthesis, 1981, 364.
13. T. Ukai, H. Kawazura, Y. Ishii, J. J. Bonnet and J. A. Ibers, J. Organomet. Chem., 1974, 65, 253.
14. T. G. Linssen and M. Hanack, Chem. Ber., 1994, 127, 205.
15. E. M. Maya, P. Vázquez and T. Torres, unpublished work.