Photochromism of 4'-methoxyflavylium perchlorate. A 'write-lock-read- unlock-erase' molecular switching system

Journal of the American Chemical Society

Volumn 119, Issue 24, 1997, Pages 5556-5561

  Pina, Fernando ^a   Melo, Maria João ^a   Maestri, Mauro ^b   Ballardini, Roberto ^c   Balzani, Vincenzo ^b  

^a UNIVERSIDADE NOVA DE LISBOA   (Portugal)

^b UNIVERSITY OF BOLOGNA   (Italy)

^c Istituto di Fotochimica e Radiazioni d'Alta Energia   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

4 METHOXYCHALCONE; 4' METHOXYFLAVYLIUM; 4' METHOXYFLAVYLIUM PERCHLORATE; ACID; CHALCONE DERIVATIVE; PERCHLORATE; UNCLASSIFIED DRUG;

ABSORPTION; ARTICLE; ISOMERISM; PH; PHOTOCHEMISTRY; TEMPERATURE; ULTRAVIOLET RADIATION;

EID: 0030749304     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja9704646     Document Type: Article

References (37)

1. Lehn, J.-M. Supramolecular Chemistry. Concepts and Perspectives; VCH: Weiheim, 1995.
2. Feringa, L. B.; Jager, W. F.; de Lange, B. Tetrahedron 1993, 49, 8267.
3. Balzani, V.; Scandola, F. "Photochemical and photophysical devices". In Comprehensive Supramolecular Chemistry, Reinhoudt, D. N., Ed.; Pergamon Press: Oxford, England, 1996; Vol. 10, p 687.
4. Balzani, V.; Scandola, F. Supramolecular Photochemistry; Ellis Horwood: Chichester, 1991.
5. (a) Ashton, P. R.; Ballardini, R.; Balzani, V.; Boyd, S. E.; Credi, A.; Gandolfi, M. T.; Gómez-López, M.; Iqbal, S.; Philp, D.; Preece, J. A.; Prodi, L.; Ricketts, H. G.; Stoddart, J. F.; Tolley, M. S.; Venturi, M.; White, A. J. P.; Williams, D. J. Chem. Eur. J. 1997, 3, 146.
6. (b) Credi, A.; Balzani, V.; Langford, S. J.; Stoddart, J. F. J. Am. Chem. Soc. 1997, 119, 2679.
7. Dürr, H.; Bouas-Laurent, H., Eds. Photochromism - Molecules and Systems; Elsevier: Amsterdam, 1990.
8. Tsivgoulis, G. M.; Lehn, J.-M. Chem. Eur. J. 1996, 2, 1399 and references therein.
9. (a) Irie, M.; Mohri, M. J. Org. Chem. 1988, 53, 803.
10. (b) Buchholtz, F.; Zelichenok, K.; Krongauz, V. Macromolecules 1993, 26, 906.
11. (c) Hanazawa, M.; Sumiya, R.; Horikawa, Y.; Irie, M. J. Chem. Soc., Chem. Commun 1992, 206.
12. (d) Wals, J.; Ulrich, K.; Port, H.; Wolf, H. C.; Wonner, J.; Effenberger, F. Chem. Phys. Lett. 1993, 213, 321.
13. (e) Saika, T.; Irie, M.; Shimidzu, T. J. Chem. Soc., Chem. Commun. 1994, 2123.
14. (f) Coursan, M.; DEsvergne J.-P.; Deffieux, A. Macromol. Chem. Phys. 1996, 197, 1599.
15. (a) Dvornikov, A. S.; Rentzepis, P. M. Mol. Cryst. Liq. Cryst. 1994, 246, 379.
16. (b) Seibold, M.; Port, H. Chem. Phys. Lett. 1996, 252, 135.
17. Kawai, S. H.; Gilat, S. L.; Posinet, R.; Lehn, J.-M. Chem. Eur. J. 1995, 1, 285.
18. Uchida, K.; Irie, M. J. Am. Chem. Soc. 1993, 115, 6442.
19. Irie, M. Mol. Cryst. Liq. Cryst. 1993, 227, 263.
20. (a) Daub, J.; Salbeck, J.; Knöchel, T.; Fischer, C.; Kunkely, H.; Rapp, K. M. Angew Chem., Int. Ed. Engl. 1989, 28, 1494.
21. (b) Iyoda, T.; Saika, T.; Honda, K.; Shimidzu, T. Tetrahedron Lett. 1989, 30, 5429.
22. (c) Daub, J.; Fischer, C.; Salbeck, J.; Ulrich, K. Adv. Mater. 1990, 8, 366.
23. Yokoyama, Y.; Ymamane, T.; Kurita, Y. J. Chem. Soc., Chem. Commun. 1991, 1722.
24. Irie, M.; Miyatake, O.; Uchida, K.; Eriguchi, T. J. Am. Chem. Soc. 1994, 116, 9894.
25. Brouillard, R.; Dubois, J. E. J. Am. Chem. Soc. 1977, 99, 1359.
26. Brouillard, R.; Delaporte, J. J. Am. Chem. Soc. 1977, 99, 8461.
27. McClelland, R. A.; Gedge, S. J. Am. Chem. Soc. 1980, 102, 5838.
28. (a) Brouillard, R. In The Flavonoids, Advances in Research; Harborne, J. B., Ed.; Chapman and Hall: London 1988; p 525.
29. (b) Brouillard, R. In Anthocyanins as food colors; Markakis, P., Ed.; Academic Press: New York, 1982; Chapter 1.
30. Figueiredo, P.; Lima, J. C.; Santos, H.; Wigand, M.-C.; Brouillard, R.; Pina, J. Am. Chem. Soc. 1994, 116, 1249.
31. Pina, F.; Benedito, L.; Melo, M. J.; Parola, A. J.; Bernardo, M. A. J. Chem. Soc., Faraday Trans. 1996, 92, 1693.
32. Michaelis, C.; Wizinger, R. Helv. Chim. Acta 1951, 34, 1761.
33. Maestri, M.; Ballardini, R.; Pina, F.; Melo, M. J. J. Chem. Educ. In press.
34. Pina, F.; Melo, M. J.; Flamigni, L.; Maestri, M.; Ballardini, R. New. J. Chem. In press.
35. Saltiel, J.; Sun, Y.-P. In Photochromism - Molecules and Systems; Dürr, H., Bouas-Laurent, H., Eds.; Elsevier: Amsterdam, 1990; Chapter 3.
36. Herstein, F.; von Kostanecki, S. Ber. Dtsch. Chem. Ges. 1899, 32, 318.
37. Hatchard, C. G.; Parker, C. A. Proc. R. Soc. London, Ser. A 1956, 235, 518.