Photoinduced electron transfer in a new bis(C60)-phthalocyanine triad

Organic Letters

Volumn 8, Issue 23, 2006, Pages 5187-5190

  Gouloumis, Andreas ^a,b   De La Escosura, Andrés ^a   Vázquez, Purificación ^a   Torres, Tomás ^a   Kahnt, Axel ^c   Guldi, Dirk M ^c   Neugebauer, Helmut ^d   Winder, Christoph ^d   Drees, Martin ^d   Serdar Sariciftci, N ^d  

^a UNIVERSIDAD AUTÓNOMA DE MADRID   (Spain)

^b UNIVERSIDAD COMPLUTENSE DE MADRID   (Spain)

^c UNIVERSITY OF ERLANGEN NUREMBERG   (Germany)

^d JOHANNES KEPLER UNIVERSITY LINZ   (Austria)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33845335865     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol061723b     Document Type: Article

References (33)

1. (a) Electron Transfer in Chemistry; Balzani, V., Ed.; Wiley-VCH: Weinheim, Germany, 2001.
2. (b) Balzani, V.; Credi, A.; Venturi, M. Photoinduced Charge Separation and Solar Energy Conversion. In Molecular Devices and Machines: A Journey into the Nanoworld; Balzani, V., Credi, A., Venturi, M., Eds.; Wiley-VCH; Weinheim, Germany, 2003; pp 132-173.
3. Recent reviews: (a) Guldi, D. M.; Prato, M. Acc. Chem. Res. 2000, 33, 695-703.
4. (b) Guldi, D. M. Chem. Commun. 2000, 321-327.
5. (c) Gust, D.; Moore, T. A.; Moore, A. L. Acc. Chem. Res. 2001, 34, 40-48.
6. (d) Armaroli, N. Photochem. Photobiol. Sci. 2003, 2, 73-87.
7. (e) Imahori, H.; Mori, Y.; Matano, Y. J. Photochem. Photobiol. C 2003, 4, 51-83.
8. (f) Chakraborty, S.; Wadas, T. J.; Hester, H.; Schmehl, R.; Eisenberg, R. Inorg. Chem. 2005, 44, 6865-6878.
9. (g) Grätzel, M. Inorg. Chem. 2005, 44, 6841-6851.
10. (a) Hanack, M.; Heckmann, H.; Polley, R. In Methods in Organic Chemistry (Houben-Weyl); Schaumann, E., Ed.; Thieme: Stuttgart, 1998; Vol. E 9d, pp 717.
11. (b) de la Torre, G.; Nicolau, M.; Torres, T. In Phthalocyanines: Synthesis, Supramolecular Organization and Physical Properties (Supmmolecular Photosensitive and Electroactive Materials); Nalwa, H. S., Ed.; Academic Press: New York, 2001.
12. (c) The Porphyrin Handbook; Kadish, K. M., Smith, K. M., Guilard, R., Eds.; Academic Press: San Diego, 2003; Vols. 15-20.
13. (d) de la Torre, G.; Vázquez, P.; Agulló-López, F.; Torres, T. J. Mater. Chem. 1998, 8, 1671-1683.
14. (e) de la Torre, G.; Vázquez, P.; Agullo-López, F.; Torres, T. Chem. Rev. 2004, 104, 3723-3750.
15. (a) Linssen, T. G.; Durr, K.; Hanack, M.; Hirsch, A. Chem. Commun. 1995, 103-104.
16. (b) Durr, K.; Fiedler, S.; Linssen, T.; Hirsch, A.; Hanack, M. Chem. Ber. 1997, 130, 1375-1378.
17. (c) Sastre, A.; Gouloumis, A.; Vaquez, P.; Torres, T.; Doan, V.; Schwartz, B. J.; Wudl, F.; Echegoyen, L.; Rivera, J. Org. Lett. 1999, 1, 1807-1810.
18. (d) Gouloumis, A.; Liu, S.-G.; Sastre, A.; Vázquez, P.; Echegoyen, L.; Torres, T. Chem. Eur. J. 2000, 6, 3600-3607.
19. (e) González-Rodríguez, D.; Torres, T.; Herranz, M. A.; Rivera, J.; Echegoyen, L.; Guldi, D. M. J. Am. Chem. Soc. 2004, 126, 6301-6313.
20. (f) Iglesias, R. S.; Claessens, C. G.; Torres, T.; Rahman, G. M. A.; Guldi, D. M. Chem. Commun. 2005, 2113-2115.
21. (a) Martínez-Díaz, M. V.; Fender, N. S.; Rodríguez-Morgade, M. S.; Gómez-López, M.; Diederich, F.; Echegoyen, L.; Stoddart, J. F.; Torres, T. J. Mater. Chem. 2002, 12, 2095-2099.
22. (b) Guldi, D. M.; Ramey, J.; Martínez-Díaz, M. V.; de la Escosura, A.; Torres, T.; Da Ros, T.; Prato, M. Chem. Commun. 2002, 2774-2775.
23. (c) de la Escosura, A.; Martínez-Díaz, M. V.; Guldi, D. M.; Torres, T. J. Am. Chem. Soc. 2006, 128, 4112-4118.
24. (d) Ballesteros, B.; de la Torre, G.; Torres, T.; Hug, G. L.; Rahman, G. M. A.; Guldi, D. M. Tetrahedron 2006, 62, 2097-2101.
25. (a) Guldi, D. M.; Gouloumis, A.; Vázquez, P.; Torres, T. Chem. Commun. 2002, 2056-2057.
26. (b) Guldi, D. M.; Zilbermann, I., Gouloumis, A.; Vázquez, P.; Torres, T. J. Phys. Chem B 2004, 108, 18485-18494.
27. Loi, M. A.; Neugebauer, H.; Denk, P.; Brabec, C. J.; Sariciftci, N. S.; Gouloumis, A.; Vázquez, P.; Torres, T. J. Mater. Chem. 2003, 13, 700-704.
28. Kim, K. N.; Choi, C. S.; Kay, K.-Y. Tetrahedron Lett. 2005, 46, 6791-6795.
29. Prato, M.; Maggini, M. Acc. Chem. Res. 1998, 31, 519-526 and references therein.
30. 2Zn 2654.2626.
31. The energy of the excited states and the charge-separated state of triad 1 have been calculated on the base of its electrochemical data. Cyclic and Osteryoung square wave voltammograms are provided in the Supporting Information.
32. Greaney, M. A.; Gorun, S. M. J. Phys. Chem. 1991, 95, 7142-7144.
33. Ephstein, O.; Nakhmanovich, G.; Eichen, Y.; Ehrenfreund, E. Phys. Rev. B 2001, 63, 125206-125211.