Synthesis of crowned triazolephthalocyanines

European Journal of Organic Chemistry

Volumn , Issue 15, 2000, Pages 2767-2775

  Cabezón, Beatriz ^a   Quesada, Ernesto ^a   Esperanza, Sagrario ^a   Torres, Tomás ^a  

^a UNIVERSIDAD AUTÓNOMA DE MADRID   (Spain)

Author keywords

Aggregation properties; Crown ether compounds; Noncentrosymmetric compounds; Phthalocyanines; Triazole macrocycles

Indexed keywords

CROWN ETHER; HETEROCYCLIC COMPOUND; MACROCYCLIC COMPOUND; NITROGEN; PHTHALOCYANINE DERIVATIVE; TRIAZOLE DERIVATIVE;

ARTICLE; CHEMICAL MODIFICATION; CHEMICAL REACTION; CHEMICAL STRUCTURE; SOLUBILITY; SYNTHESIS;

EID: 0033860868     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/1099-0690(200008)2000:15<2767::aid-ejoc2767>3.0.co;2-2     Document Type: Article

References (48)

1. C. C. Leznoff, A. B. P. Lever (Eds), Phthalocyanines - Properties and Applications, VCH, Cambridge, 1989, 1993, 1996, vol. 1-4.
2. M. Hanack, H. Heckmann, R. Polley, Methods Org. Chem. (Houben-Weyl) 1998, vol. E9d, p. 717.
3. M. Hanack, M. Hees, P. Stihler, G. Winter, L. R. Subramanian, Handbook of Conducting Polymers (Eds.: Skotheim, Elsenbaum, Reynolds), 1997, p. 381.
4. G. de la Torre, M. Nicolau, T. Torres, Supramolecular Photosensitive and Electroactive Materials, J. Wiley & Sons, Chichester, in press.
5. M. Geyer, F. Plenzig, J. Rauschnabel, M. Hanack, B. del Rey, A. Sastre, T. Torres, Synthesis 1996, 1139.
6. F. Fernández-Lázaro, T. Torres, B. Hauschel, M. Hanack, Chem. Rev. 1998, 98, 563.
7. G. de la Torre, T Torres, F. Agulló-López, Adv. Mater. 1997, 9, 265.
8. G. de la Torre, P. Vázquez, F. Agulló-López, T. Torres, J. Mater. Chem. 1998, 8, 1671.
9. B. del Rey, U. Keller, T. Torres, G. Rojo, F. Agulló-López, S. Nonell, C. Martí, S. Brasselet, I. Ledoux, J. Zyss, J. Am. Chem. Soc. 1998, 49, 12808.
10. A. Weitmeyer, H. Kliesch, D. Wöhrle, J. Org. Chem. 1995, 60, 4900.
11. A. Sastre, B. del Rey, T. Torres, J. Org. Chem. 1996, 61, 8591.
12. S. V. Kudrevich, S. Gilbert, J. E. Van Lier, J. Org. Chem. 1996, 61, 5706.
13. N. Kobayashi, R. Kondo, S. Nakajima, T. Osa, J. Am. Chem. Soc. 1990, 112, 9640.
14. M. Nicolau, B. Cabezón, T. Torres, Coord. Chem. Rev. 1999, 190-192, 231.
15. B. Cabezón, G. Rojo, F. Agulló-López, T. Torres, J. Phys. Chem. A, in press.
16. V. Stefani, E. L. G. Denardin, D. Samios, T. Torres, B. Cabezón, J. Mater. Chem., in press.
17. B. Cabezón, M. Nicolau, J. Barberá, T. Torres, Chem. Mater., in press.
18. F. Armand, M. V. Martínez-Díaz, B. Cabezón, P. A. Albouy, A. Ruaudel-Teixier, T. Torres, J. Chem. Soc., Chem. Commun. 1995, 1673.
19. F. Armand, B. Cabezón, M. V. Martínez-Díaz, A. Ruaudel-Teixier, T. Torres, J. Mater. Chem. 1997, 7, 1741.
20. F. Armand, O. Araspin, A. Barraud, B. Cabezón, T. Torres, Synthetic Metals 1997, 84, 879.
21. A. Sastre, F. Fernández-Lázaro, T. Torres, J. Chem. Soc., Chem. Commun. 1994, 1525.
22. B. Cabezón, S. Rodríguez-Morgade, T. Torres, J. Org. Chem. 1995, 60, 1872.
23. For the preparation of related compounds see: E. V. Kudrik, M. K. Islyaikin, R. P. Smirnov, Russ. J. Organ. Chem. 1997, 33, 1107.
24. N. Kobayashi, M. Togashi, T. Osa, K. Ishii, S. Yamauchi, H. Hino, J. Am. Chem. Soc. 1996, 118, 1073.
25. H. Engelkamp, S. Middelbeek, R. J. M. Nolte, Science 1999, 284, 785.
26. C. F. van Nostrum, S. J. Picken, R. J. M. Nolte, Angew. Chem. 1994, 106, 2298.
27. F. Steybe, J. Simon, New J. Chem. 1998, 22, 1305.
28. T. Toupance, H. Benoit, D. Sarazin, J. Simon, J Am. Chem. Soc. 1997, 119, 9191.
29. D. Pernin, K. Haberroth, J. Simon, J. Chem. Soc., Perkin Trans. 1 1997, 1265.
30. M. Kandaz, O. Bekaroglu, J. Porphyrins Phthalocyanines 1999, 3, 339.
31. A. R. Oezkaya, A. I. Okur, A. Guel, O. Bekaroglu, J. Coord. Chem. 1994, 33, 311.
32. R. Hendriks, O. E. Sielcken, W. Drenth, R. J. M. Nolte, J. Chem. Soc., Chem. Commun. 1986, 1464.
33. E. Musluoglu, V. Ahsen, A. Gül, Ö. Bekaroglu, Chem. Ber. 1991, 124, 2531.
34. E. Musluoglu, V. Ahsen, A. Gül, Ö. Bekaroglu, Chem. Ber. 1989, 122, 1073.
35. Z. Z. Öztürk, E. Musluoglu, V. Ahsen, A. Gül, Ö. Bekaroglu, J. Mater. Sci. 1992, 27, 6283.
36. M. Kohn, J. Am. Chem. Soc. 1951, 73, 480.
37. C. F. Van Nostrum, S. J. Picken, A. J. Schouten, R. J. M. Nolte, J. Am. Chem. Soc. 1995, 117, 9957.
38. M. J. Cook, R. Hersons, J. Mc Murdo, D. A. Russel , J. Mater. Chem. 1996, 6, 149.
39. Y. Cho, Y. Lim, Mol. Cryst. Liq. Cryst. 1988, 1, 2107.
40. S. Rodríguez-Morgade, T. Torres, Inorg. Chim. Acta 1995, 153, 230.
41. O. E. Sielken, L. A. Van der Kuil, W. Drenth, J. Schoonman, R. J. M. Nolte, J. Am. Chem. Soc. 1990, 112, 3086.
42. B. Cabezón, M. Nicolau, T. Torres, in preparation.
43. See, for example: J. A. Duro, T. Torres, Chem. Ber 1993, 126, 269.
44. T. Toupance, V. Ahsen, J. Simon, J. Am. Chem. Soc. 1994, 116, 5352.
45. F. Fernández-Lázaro, A. Sastre, T. Torres, J. Chem. Soc., Chem. Commun. 1995, 419.
46. F. Fernández-Lázaro, S. Rodríguez-Morgade, T. Torres, Synthetic Metals 1994, 62, 281.
47. A. Dembele, H. Deshayes, J. P. Pete, Bull. Soc. Chim. Fr. 1988, 671.
48. P. J. Brach, S. J. Grammatica, O. A. Ossanna, L. Weinberger, J. Heterocycl. Chem. 1970, 1403.