Novel porphyrin-fullerene assemblies: From rotaxanes to catenanes

Organic Letters

Volumn 6, Issue 12, 2004, Pages 1919-1922

  Schuster, David I ^a   Li, Ke ^a   Guldi, Dirk M ^b   Ramey, Jeff ^b  

^a NEW YORK UNIVERSITY   (United States)

^b UNIVERSITY OF NOTRE DAME   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CATENANE; FULLERENE DERIVATIVE; PORPHYRIN DERIVATIVE; ROTAXANE;

ARTICLE; CHEMICAL ANALYSIS; ELECTRON TRANSPORT; PHOTOACTIVATION; PHOTOCHEMISTRY; TITRIMETRY;

EID: 3042846833     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol049540h     Document Type: Article

References (34)

1. (a) McDermott, G.; Priece, S. M.; Freer, A. A.; Hawthornthwaite-Lawless, A. M.; Papiz, M. Z.; Cogdell, R. J.; Isaacs, N. W. Nature 1995, 374, 517.
2. (b) Barber, J. Nature 1988, 333, 114.
3. (c) Balzani, V., de Cola, L., Eds. Supramolecular Chemistry, NATO ASI Series; Kluwer Academic Publishers: Dordrecht, 1992.
4. (d) Vögtle, F. Supramolecular Chemistry Wiley: Chichester, 1991.
5. (e) Lehn, J. M. Supramolecular Chemistry-Concepts and Perspectives; VCH: Weinheim, 1995.
6. ( f) Steed, J. W.; Atwood, J. L. Supramolecular Chemistry; Wiley: Chichester, 2000.
7. (g) Comprehensive Supramolecular Chemistry; Atwood, J. L., Davies, J. E. D., MacNicol, D. D., Vögtle, F., Lehn, J.-M., Eds.; Pergamon/Elsevier: Oxford, UK, 1996; Vols. 1-10.
8. (h) Lindoy, L. F.; Atkinson, I. M. Self-Assembly in Supramolecular Systems; Royal Society of Chemistry: Cambridge, UK, 2000.
9. (a) Chambron, J. C.; Collin, J.-P.; Dalbavie, J.-O.; Dietrich-Buchecker, C. O.; Heitz, V.; Odobel, F.; Salladié, N.; Sauvage, J.-P. Coord. Chem. Rev. 1998, 178-180, 1299.
10. (b) Leigh, D. A.; Wong, J. K. Y.; Dehez, F.; Zerbetto, F. Nature 2003, 424, 174.
11. (c) Pease, A. R.; Jeppesen, J. O.; Stoddart, J. F.; Luo, Y.; Collier, C. P.; Heath, J. R. Acc. Chem. Res. 2001, 34, 433.
12. (d) Diego, J. C.; Pablo, G.; Sauvage, J.-P. J. Am. Chem. Soc. 1997, 119, 2656.
13. The Photosynthetic Reaction Center; Deisenhofer, J., Norris, J. R., Eds.; Academic Press: New York, 1993.
14. (a) Hunter, C. A.; Meah, M. N.; Sanders, J. K. M. J. Am. Chem. Soc. 1990, 112, 5773.
15. (b) Baldini, L.; Ballester, P.; Casnati, A.; Gomila, R. M.; Hunter, C. A.; Sansone, F.; Ungaro, R. J. Am. Chem. Soc. 2003, 125, 14181.
16. Fujisawa, J.; Ishii, K.; Ohba, Y.; Yamauchi, S.; Fuhs, M.; Möbius, K. J. Phys. Chem. A 1997, 101, 5869.
17. (a) Mak, C. C.; Bampos, N.; Sanders, J. K. M. Angew. Chem., Int. Ed. 1998, 37, 3020.
18. (b) Hunter, C. A.; Leighton, P.; Sanders, J. K. M. J. Chem. Soc., Perkin Trans. 1 1989, 547.
19. (a) D'Souza, F.; Deviprasad, G. R.; Rahman, M. S.; Choi, J.-P. Inorg. Chem. 1999, 38, 2157.
20. (b) Armaroli, N.; Diederich, F.; Echegoyen, L.; Habicher, T.; Flamigni, L.; Marconi, G.; Nierengarten, J.-F. New J. Chem. 1999, 77.
21. (c) Da Ros, T.; Prato, M.; Guldi, D. M.; Ruzzi, M.; Pasimeni, L. Chem. Eur. J. 2001, 7, 816.
22. Li, K.; Schuster, D. I.; Guldi, D. M.; Echegoyen, L.; Herranz, M.-A. J. Am. Chem. Soc. 2004, 126, 3388.
23. 60 behaves as both a stopper and a photoactive unit: Da Ros, T.; Guldi, D. M.; Morales, A. F.; Leigh, D. A.; Prato, M.; Turco, R. Org. Lett. 2003, 5, 689.
24. Amabilino, D. B.; Sauvage, J.-P. Chem. Commun. 1996, 2441.
25. (a) Bingel, C. Chem. Ber. 1993, 126, 1957.
26. (b) Camps, X.; Hirsch, A. J. Chem. Soc., Perkin Trans. 1 1997, 1595.
27. Benesi, H. A.; Hildebrand, J. H. J. Am. Chem. Soc. 1949, 71, 2703.
28. Parallel fluorescence lifetime measurements afforded virtually indistinguishable values for the 1-3 series.
29. Murov, S. L.; Carmichael, I.; Hug, G. L. Handbook of Photochemistry; Marcel Dekker: New York, 1993.
30. Guldi, D. M. Chem. Soc. Rev. 2002, 31, 22.
31. Guldi, D. M.; Prato, M. Acc. Chem. Res. 2000, 33, 695.
32. Schuster, D. I.; Cheng, P.; Jarowski, P. D.; Guldi, D. M.; Luo, C.; Echegoyen, L.; Pyo, S.; Holzwarth, A.; Braslavsky, S. E.; Williams, R. M.; Klihm, G. J. Am. Chem. Soc. 2004, in press.
33. Bracher, P. J.; Schuster, D. I. In Electron Transfer in Functionalized Fullerenes. In Fullerenes: From Synthesis to Optoelectronic Applications; Guldi, D. M., Martin, N., Eds.; Kluwer Academic Publishers: Dordrecht, 2002; pp 163-212.
34. Guldi, D. M.; Luo, C.; Swartz, A.; Scheloske, M.; Hirsch, A. Chem. Commun. 2001, 1066.