Connecting two C60 stoppers to molecular wires: Ultrafast intramolecular deactivation reactions

Journal of Materials Chemistry

Volumn 15, Issue 1, 2005, Pages 124-132

  Atienza, Carmen ^a   Insuasty, Braulio ^a,b   Seoane, Carlos ^a   Martin, Nazario ^a   Ramey, Jeff ^c   Rahman, G M Aminur ^d   Guldi, Dirk M ^c  

^a UNIVERSIDAD COMPLUTENSE DE MADRID   (Spain)

^b UNIVERSIDAD DEL VALLE   (Colombia)

^c UNIVERSITY OF ERLANGEN NUREMBERG   (Germany)

^d UNIVERSITY OF NOTRE DAME   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ABSORPTION; ABSORPTION SPECTROSCOPY; ACTIVATION ANALYSIS; CATALYSIS; DERIVATIVES; ENERGY TRANSFER; FLUORESCENCE; IODINE COMPOUNDS; MOLECULAR STRUCTURE; PALLADIUM; SYNTHESIS (CHEMICAL);

CONVERGENT SYNTHETIC STRATEGY; ELECTRONIC COMMUNICATION; MOLECULAR WIRES; OLIGOPHENYLENEETHYNYLENES (OPE);

CARBON;

IODIDE; PALLADIUM;

ARTICLE; CATALYSIS; CHEMICAL REACTION; CYCLIC POTENTIOMETRY; DERIVATIZATION; ELECTROCHEMISTRY; ELECTRON TRANSPORT; ENERGY TRANSFER; HAGIHARA SONOGASHIRA REACTION; MOLECULAR INTERACTION; NANOPARTICLE; OXIDATION REDUCTION REACTION;

EID: 12444292238     PISSN: 09599428     EISSN: None     Source Type: Journal    
DOI: 10.1039/b412110d     Document Type: Article

References (48)

1. (a) An Introduction to Molecular Electronics, ed. M. C. Petty, M. R. Bryce and D. Bloor, Oxford University Press, New York, 1995;
2. (b) P. F. Barbara, T. J. Meyer and M. A. Ratner, J. Phys. Chem., 1996, 100, 13148;
3. (c) Molecular Electronics, ed. J. Jortner and M. Ratner, Blackwell, Oxford, 1997.
4. V. Balzani, M. Veaturi and A. Credi, Molecular Devices and Machines. A Journey into the Nanoworld. Wiley-VCH, Weinheim, Germany, 2003.
5. (a) N. C. Greenham, S. C. Moratti, D. D. C. Bradley, R. H. Friend and A. B. Holmes, Nature, 1993, 365, 628;
6. (b) W. R. Salaneck, I. Lundström and B. Ranby, Conjugated Polymers and Related Materials, Oxford University Press, Oxford, 1993;
7. (c) K. Müllen, Pure Appl. Chem., 1993, 65, 89; H. E. Katz, S. F. Bent, W. L. Wilson, M. L. Schilling and S. B. Ungashe, J. Am. Chem. Soc., 1994, 116, 6631;
8. (c) K. Müllen, Pure Appl. Chem., 1993, 65, 89; H. E. Katz, S. F. Bent, W. L. Wilson, M. L. Schilling and S. B. Ungashe, J. Am. Chem. Soc., 1994, 116, 6631;
9. (d) J. M. Tour, Chem. Rev., 1996, 96, 537;
10. (e) A. Kraft, A. C. Grimsdale and A. B. Holmes, Angew. Chem., Int. Ed., 1998, 37, 403;
11. (f) U. Scherf, Top. Curr. Chem., 1999, 201, 163-222;
12. (g) R. E. Martin and F. Diederich, Angew. Chem., Int. Ed., 1999, 38, 1350;
13. (h) J. L. Segura and N. Martín, J. Mater. Chem., 2000, 10, 2403.
14. K. Müllen and G. Wegner, Electronic Materials: The Oligomer Approach, Wiley-VCH, Weinheim Germany, 1998.
15. L. Echegoyen and L. E. Echegoyen, Acc. Chem. Res., 1998, 31, 593-601.
16. (a) N. Martín, L. Sánchez, B. Illescas and I. Pérez, Chem. Rev., 1998, 98, 2527;
17. (b) H. Imahori and Y. Sakata, Eur. J. Org. Chem., 1999, 10, 2445-2457;
18. (c) From Synthesis to Optoelectronic Properties, ed. D. M. Guldi and N. Martín, Kluwer Academic Publishers, Dordrecht, The Netherlands, 2002;
19. (d) D. M. Guldi, Chem. Commun., 2000, 321-327;
20. (e) D. M. Guldi and N. Martín, J. Mater. Chem., 2002, 12, 1978-1992;
21. (f) D. M. Guldi and M. Prato, Chem. Commun., 2004, 2517-2525.
22. (a) J. L. Segura, N. Martín and D. M. Guldi, Chem. Soc. Rev., 2005, in press;
23. (b) J. F. Nierengarten, Solar Energy Mater. Solar Cells., 2004, 83, 187-199.
24. (a) P. A. van Hal, J. Knol, B. M. W. Langeveld-Voss, S. C. J. Meskers, J. C. Hummelen and R. A. J. Janssen, J. Phys. Chem. A, 2000, 104, 5974-5988;
25. (b) E. H. A. Beckers, P. A. van Hal, A. Dhanabalan, S. C. J. Meskers, J. Knol, J. C. Hummelen and R. A. J. Janssen, J. Phys. Chem. A, 2003, 107, 6218-6224;
26. (c) A. M. Ramos, S. C. J. Meskers, P. A. van Hal, J. Knol, J. C. Hummelen and R. A. J. Janssen, J. Phys. Chem. A, 2003, 107, 9269-9283.
27. (a) D. M. Guldi, C. Luo, A. Swartz, R. Gomez, J. L. Segura, N. Martin, C. Brabec and N. Sariciftci, J. Org. Chem., 2002, 67, 1141-1152;
28. (b) F. Giacalone, J. L. Segura and N. Martin, J. Org. Chem., 2002, 67, 3529-3532;
29. (c) D. M. Guldi, C. Luo, A. Swartz, R. Gomez, J. L. Segura and N. Martin, J. Phys. Chem. A, 2004, 108, 455-467.
30. F. Giacalone, J. L. Segura, N. Martín and D. M. Guldi, J. Am. Chem. Soc., 2004, 126, 5340-5341.
31. K. Komatsu, Y. Murata, N. Takimoto, S. Mori, N. Sugita and S. M. Wan, J. Org. Chem., 1994, 59, 6101.
32. (a) J.-F. Eckert, J.-F. Nicoud, J.-F. Nierengarten, S.-G. Liu, L. Echegoyen, N. Armaroli, F. Barigelletti, L. Ouali, V. Krasnikov and G. Hadziioannou, J. Am. Chem. Soc., 2000, 122, 7467-7479;
33. (b) S. Fukuzumi, H, Imahori, H. Yamada, M. E. El-Khouly, M. Fujitsuka, O. Ito and D. M. Guldi, J. Am. Chem. Soc., 2001, 123, 2571-2575.
34. Y. Shirai, Y. Zhao, L. Cheng and J. M. Tour, Org. Lett., 2004, 6, 2129-2132.
35. (a) M. Maggini, G. Scorrano and M. Prato, J. Am. Chem. Soc., 1993, 115, 9798-9799;
36. (b) M. Prato and M. Maggini, Acc. Chem. Res., 1998, 31, 519-526;
37. (c) N. Tagmatarchis and M. Prato, Synlett, 2003, 6.
38. (a) D. Ickenroth, S. Weissmann, N. Rumpf and H. Meier, Eur. J. Org. Chem., 2002, 16, 2808-2814;
39. (b) H. Meier, D. Ickenroth, U. Stalmach, K. Koynov, A. Bahtiar and C. Bubeck, Eur. J. Org. Chem., 2001, 23, 4431-4443.
40. Q. Zhou, P. J. Carroll and T. M. Swager, J. Org. Chem., 1994, 59, 1294.
41. H. Meier, D. Ickenroth, U. Stalmach, K. Koynov, A. Bahtiar and Ch. Bubeck, Eur. J. Org. Chem., 2001, 4431-4443.
42. M. Segura, L. Sánchez, J. de Mendoza, N. Martín and D. M. Guldi, J. Am. Chem. Soc., 2003, 125, 15093-15100.
43. C. Martineau, P. Blanchard, D. Rondeau, J. Delaunay and J. Roncali, Adv. Mater., 2002, 14, 283.
44. T. Suzuki, Y. Maruyama, T. Akasaba, W. Ando, K. Kobayashi and S. Nagase, J. Am. Chem. Soc., 1994, 116, 1359-1363.
45. D. M. Guldi and M. Prato, Acc. Chem. Res., 2000, 33, 695.
46. No notable phosphorescence is seen in the 600-800 nm region.
47. D. M. Guldi, Chem. Soc. Rev., 2002, 31, 22-36.
48. F. Hauke, A. Hirsch, S. G. Liu, L. Echegoyen, A. C. Swartz Luo and D. M. Guldi, ChemPhys Chem, 2003, 3, 195.