Effect of SDS micelles on the reactivity of 4′-methoxyflavylium ion: A stopped-flow and photochemical study

Journal of Photochemistry and Photobiology A: Chemistry

Volumn 185, Issue 2-3, 2007, Pages 383-390

  Parola, A Jorge ^a   Pereira, Pedro ^a   Pina, Fernando ^a   Maestri, Mauro ^b  

^a UNIVERSIDADE NOVA DE LISBOA   (Portugal)

^b UNIVERSITY OF BOLOGNA   (Italy)

Author keywords

Flavylium salts; Oxygen heterocycles; SDS micelles; Stopped flow

Indexed keywords

EID: 33845747215     PISSN: 10106030     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jphotochem.2006.07.001     Document Type: Article

References (69)

1. Rouvray D. Chem. Br. 34 (1998) 26
2. Ball P., and Garvin L. Nature 355 (1992) 761
3. Bradley D. Science 259 (1993) 890
4. Balzani V., and Scandola F. In: Reinhoudt D.N. (Ed). Comprehensive Supramolecular Chemistry vol. 10 (1996), Pergamon Press, Oxford, England 687
5. Balzani V., Credi A., and Venturi M. Molecular Devices and Machines. A Journey into the Nanoworld (2003), Wiley-VCH, Weinheim
6. Feringa L.B., Jager W.F., and de Lange B. Tetrahedron 49 (1993) 8267
7. In: Feringa L.B. (Ed). Molecular Switches (2001), Wiley-VCH, Weinheim
8. de Silva A.P., Gunaratne H.Q.N., Gunnlaugsson T., Huxley A.J.M., McCoy C.P., Rademacher J.T., and Rice T.E. Chem. Rev. 97 (1997) 1515
9. de Silva A.P., and McClenaghan N.D. Chem. Eur. J. 8 (2002) 1
10. de Silva A.P., McClenaghan N.D., and McCoy C.P. In: Balzani V. (Ed). Electron Transfer in Chemistry vol. 5 (2001), Wiley-VCH, Weinheim 156
11. Shipway A.N., and Willner I. Acc. Chem. Res. 34 (2001) 421
12. In: Sauvage J.-P. (Ed). Struct. Bond. Molecular Machines and Motors (2001) 99 (Special volume)
13. Raymo F.M. Adv. Mater. 14 (2002) 401
14. Luo Y., Collier C.P., Jeppesen J.O., Nielsen K.A., Delonno E., Ho G., Perkins J., Tseng H.-R., Yamamoto T., Stoddart J.F., and Heath J.R. Chem. Phys. Chem. 3 (2002) 519
15. Fabbrizzi L., and Poggi A. Chem. Soc. Rev. 24 (1995) 197
16. In: Czarnik A.W., and Desvergne J.-P. (Eds). Chemosensors for Ion and Molecular Recognition (1997), Kluwer, Dordrecht
17. In: Dürr H., and Bouas-Laurent H. (Eds). Photochromism-Molecules and Systems (1990), Elsevier, Amsterdam
18. For seminal examples concerning photochromic systems, see
19. Daub J., Salbeck J., Knöchel T., Fischer C., Kunkely H., and Rapp K.M. Angew Chem. Int. Ed. Eng. 28 (1989) 1494
20. Yokoyama Y., Ymamane T., and Kurita Y. J. Chem. Soc. Chem. Commun. (1991) 1722
21. Uchida K., and Irie M. J. Am. Chem. Soc. 115 (1993) 6442
22. Saika T., Iyoda T., Honda K., and Shimidzu T. J. Chem. Soc. Perkin Trans. 2 (1993) 1181
23. Irie M., Miyatake O., Uchida K., and Eriguchi T. J. Am. Chem. Soc. 116 (1994) 9894
24. Preigh M.J., Lin F.-T., Ismail K.Z., and Weber S.G. J. Chem. Soc. Chem. Commun. (1995) 2091
25. Kawai S.H., Gilat S.L., Posinet R., and Lehn J.-M. Chem. Eur. J. 1 (1995) 285
26. Inouye M., Akamatsu K., and Nakazumi H. J. Am. Chem. Soc. 119 (1997) 9160
27. In: Irie M. (Ed). Chem. Rev. Photochromism: Memories and Switches (2000) 100 (Special issue)
28. Irie M. In: Feringa B.L. (Ed). Molecular Switches (2001), Wiley-VCH 37
29. Irie M., and Matsuda K. In: Balzani V. (Ed). Electron Transfer in Chemistry vol. 5 (2001), Wiley-VCH, Weinheim 215
30. Bouas-Laurent H., and Dürr H. Pure Appl. Chem. 73 (2001) 639
31. Bouas-Laurent H., Castellan A., Desvergne J.-P., and Lapouyade R. Chem. Soc. Rev. 29 (2000) 43
32. Feringa B.L., van Delden R.A., Koumura R.A., and Geertsema E.M. Chem. Rev. 100 (2000) 1789
33. For multiplexing optical systems based on mixtures of photochromic compounds, see
34. Tsivgoulis G.M., and Lehn J.-M. Adv. Mater. 9 (1997) 627
35. Brouillard R. In: Harborne J. (Ed). The Flavonoids, Advances in Research (1988), Chapman and Hall, London 525
36. Brouillard R. In: Markakis P. (Ed). Anthocyanins as Food Colors (1982), Academic Press, New York (Chapter 1)
37. Brouillard R., and Dubois J.E. J. Am. Chem. Soc. 99 (1979) 1359
38. Brouillard R., and Delaporte J. J. Am. Chem. Soc. 99 (1979) 8461
39. McClelland R.A., and Gedge S. J. Am. Chem. Soc. 102 (1980) 5838
40. McClelland R.A., and McGall G.H. J. Org. Chem. 47 (1982) 3730
41. Sperling v.W., Werner F.C., and Kuhn H. Ber. Bunsenges. Phys. Chem. 70 (1966) 530
42. Haucke G., Czerney P., Igney C., and Hartmann H. Ber. Bunsenges. Phys. Chem. 93 (1989) 805
43. Haucke G., Czerney P., Steen D., Rettig W., and Hartmann H. Ber. Bunsenges. Phys. Chem. 97 (1993) 561
44. Matsushima R., and Suzuki M. Bull. Chem. Soc. Jpn. 65 (1992) 39
45. Matsushima R., Mizuno H., and Kajiura A. Bull Chem. Soc. Jpn 67 (1994) 1762
46. Matsushima R., Mizuno H., and Itoh H. J. Photochem. Photobiol. A: Chem. 89 (1995) 251
47. Maestri M., Ballardini R., Pina F., and Melo M.J. J. Chem. Educ. 74 (1997) 1314
48. Pina F., Melo M.J., Maestri M., Ballardini R., and Balzani V. J. Am. Chem. Soc. 119 (1997) 5556
49. Pina F., Melo M.J., Maestri M., Passaniti P., and Balzani V. J. Am. Chem. Soc. 122 (2000) 4496
50. Pina F., Melo M.J., Parola A.J., Maestri M., and Balzani V. Chem. Eur. J. 4 (1998) 2001
51. Pina F., Roque A., Melo M.J., Maestri M., Belladelli L., and Balzani V. Chem. Eur. J. 4 (1998) 1184
52. Pina F., Melo M.J., Passaniti P., Camaioni N., Maestri M., and Balzani V. Eur. J. Org. Chem. 11 (1999) 3199
53. Roque A., Pina F., Alves S., Ballardini R., Maestri M., and Balzani V. J. Mater. Chem. 9 (1999) 2265
54. Pina F., Maestri M., and Balzani V. Chem. Commun. (1999) 107
55. Pina F., Melo M.J., Alves S., Ballardini R., Maestri M., and Passaniti P. New J. Chem. 25 (2001) 747
56. Maestri M., Pina F., and Balzani V. In: Feringa L.B. (Ed). Molecular Switches (2001), Wiley-VCH, Weinheim 339
57. Pina F., Maestri M., and Balzani V. In: Nalwa H.S. (Ed). Handbook of Photochemistry and Photobiology vol. 3 (2003), American Scientific Publishers, CA, USA p. 412
58. Roque A., Lodeiro C., Pina F., Maestri M., Dumas S., Passaniti P., and Balzani V. J. Am. Chem. Soc. 125 (2003) 987
59. Moncada M.C., Parola A.J., Lodeiro C., Pina F., Maestri M., and Balzani V. Chem. Eur. J. 10 (2004) 1519
60. Figueiredo P., Lima J.C., Santos H., Wigand M.-C., Brouillard R., and Pina F. J. Am. Chem. Soc. 116 (1994) 1249
61. Pina F., Benedito L., Melo M.J., Parola A.J., and Bernardo M.A. J. Chem. Soc. Faraday Trans. 92 (1996) 1693
62. Fendler J.H., and Fendler E.J. Catalysis in Micellar and Macromolecular Systems (1975), Academic Press, New York
63. Lima J.C., Vautier-Giongo C., Lopes C.A., Melo E., Quina F.H., and Maçanita A.L. J. Phys. Chem. A 106 (2002) 5851
64. Vautier-Giongo C., Yihwa C., Moreira Jr. P.F., Lima J.C., Freitas A.A., Alves M., Quina F.H., and Maçanita A.L. Langmuir 18 (2002) 10109
65. Rodrigues R., Vautier-Giongo C., Silva P.F., Fernandes A.C., Cruz R., Maçanita A.L., and Quina F.H. Langmuir 22 (2006) 933
66. Melo M.J., Moura S., Maestri M., and Pina F. J. Mol. Struct. 612 (2002) 245
67. Fernandez M., and Fromherz P. J. Phys. Chem. 81 (1977) 1755
68. Michaelis C., and Wizinger R. Helv. Chim. Acta 34 (1761) 1951
69. Küster F.W., and Thiel A. Tabelle per le Analisi Chimiche e Chmico-Fisiche. 12th ed. (1982), Hoepli, Milano pp. 157-160