A new fullerene complexation ligand: N-pyridylfulleropyrrolidine

Journal of Organic Chemistry

Volumn 69, Issue 14, 2004, Pages 4602-4606

  Tat, Fatma T ^a   Zhou, Zhiguo ^a   MacMahon, Shaun ^a   Song, Fayi ^b   Rheingold, Arnold L ^c   Echegoyen, Luis ^b   Schuster, David I ^a   Wilson, Stephen R ^a  

^a NEW YORK UNIVERSITY   (United States)

^b CLEMSON UNIVERSITY   (United States)

^c UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

COMPLEXATION; ELECTROCHEMISTRY; FLUORESCENCE; GEOMETRY; PORPHYRINS; QUENCHING;

BUILDING BLOCK; ELECTRONIC COMMUNICATION; METALLOPOPPHYRINS; PYRIDINOFULLERENCE;

FULLERENES;

CARBON; FULLERENE; LIGAND; METAL; N PYRIDYLFULLEROPYRROLIDINE; PYRIDINIUM DERIVATIVE; PYRROLIDINE DERIVATIVE; UNCLASSIFIED DRUG; ZINC COMPLEX;

ARTICLE; COMPLEX FORMATION; CRYSTAL STRUCTURE; ELECTROCHEMICAL ANALYSIS; ELECTROCHEMISTRY; FLUORESCENCE; GEOMETRY; MOLECULAR MODEL; NONPHOTOCHEMICAL QUENCHING; PROTON NUCLEAR MAGNETIC RESONANCE; SUPRAMOLECULAR CHEMISTRY; SYNTHESIS; ULTRAVIOLET SPECTROSCOPY; X RAY CRYSTALLOGRAPHY;

EID: 3042819407     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo049671w     Document Type: Article

References (40)

1. (a) Lehn, M. J. Supramolecular Chemistry-Concepts and Perspectives; VCH: Weinheim, 1995.
2. (b) Ward, M. D. Chem. Soc. Rev. 1997, 26, 365.
3. (c) Balzani, V.; Scandola, F. In Comprehensive Supramolecular Chemistry; Reinhoudt, D. N., Ed.; Pergamon-Elsevier: Oxford, 1996; Vol. 10, p 687.
4. (d) Hayashi, T.; Ogoshi, H. Chem. Soc. Rev. 1997, 26, 355.
5. (e) Steed, J. W.; Atwood, J. L.; Supramolecular Chemistry; Wiley: Chichester, 2000.
6. (a) Imahori, H.; Hagiwara, K.; Aoki, M.; Akiyama, T.; Taniguchi, S.; Okada, T.; Shirakawa, M.; Sakata, Y. J. Am. Chem. Soc. 1996, 118, 11771.
7. (b) Armaroli, N.; Diederich, F.; Dietrich-Buchecker, C. O.; Flamigni, L.; Marconi, G.; Nierengarten, J. F.; Sauvage, J. P. Chem. Eur. J. 1998, 4, 406.
8. (c) Guldi, D. M. Chem. Commun. 2000, 321.
9. (d) Wolff, D. J.; Barbieri, C. M.; Richardson, C. F.; Schuster, D. I.; Wilson, S. R. Arch. Biochem. Biophys. 2002, 399, 130.
10. (e) Wilson, S. R.; Cayetano, V.; Yurchenko, M. Tetrahedron 2002, 58, 4041.
11. (f) Wilson, S. R.; Yurchenko, M.; Schuster, D. I.; Khong, A.; Saunders: M. J. Org. Chem. 2000, 65, 2619.
12. (g) Zhou, Z.; Schuster D. I.; Wilson, S. R. J. Org. Chem. 2003, 68, 7612.
13. (h) Bracher, P. J.; Schuster, D. I. Electron Transfer in Functionalized Fullerenes. In Fullerenes: From Synthesis to Optoelectronic Applications; Guldi, D. M., Martin, N., Eds.; Kluwer Academic Publishers: 2002; pp 163-212.
14. (i) Guldi, D. M.; Nuber, B.; Bracher, P. J.; Alabi, C. A.; MacMahon, S.; Kukol, J. W.; Wilson, S. R.; Schuster, D. I. J. Phys. Chem. A 2003, 107 (18), 3215-3221.
15. (a) D'Souza, F.; Deviprasad, G. R.; Rahman, M. S.; Choi, J. P. Inorg. Chem. 1999, 38, 2157.
16. (b) Armaroli, N.; Echegoyen, F. L.; Habicher, T.; Flamigni, L.; Markoni, G.; Nierengarten, J. F. New J. Chem. 1999, 77.
17. (c) Da Ros, T.; Prato, M.; Guldi, D.; Alessio, E.; Ruzzi, M.; Pasimeni, L. Chem. Commun. 1999, 635.
18. (d) Guldi D. M.; Luo, C.; Da Ros, T.; Prato, M.; Dietel, E.; Hirsch, A. Chem. Commun. 2000, 375.
19. (e) DaRos, T.; Prato, M.; Guldi, D. M.; Alessio, E.; Ruzzi, M.; Pasimeni, L. Chem. Eur. J. 2001, 7, 816.
20. (f) D'Souza, F.; Deviprasad, G. R.; Zandler, M. E.; El-Khouly, M. E.; Fujitsuka, M.; Ito, O. J. Phys. Chem. B 2002, 106, 4952.
21. (g) D'Souza, F.; Deviprasad, G. R.; Zandler, M. E.; Hoang, V. T.; Klykov, A.; VanStipdonk M.; Perera, A.; El-Khouly, M. E.; Fujitsuka, M.; Ito, O. J. Phys. Chem. A 2002, 106, 3243
22. (h) Hauke, F.; Swartz, A.; Guldi, D. M.; Hirsch, A. J. Mater. Chem. 2002, 12, 2088.
23. Echegoyen, L.; Echegoyen, L. E. Acc. Chem. Res. 1998, 31, 593.
24. Wudl, F. Acc. Chem. Res. 1992, 25, 157.
25. Prato, M. J. Mater. Chem. 1997, 7, 1097.
26. Da Ros, T.; Prato, M.; Carano, M.; Ceroni, P.; Paolucci, F.; Roffia, S. J. Am. Chem. Soc. 1998, 120, 11645.
27. Illescas, M. B.; Martin, N. J. Org. Chem. 2000, 65, 5968.
28. Martin, N.; Perez, I.; Sanchez, L.; Seoane, C. J. Org. Chem. 1997, 62, 5690.
29. (a) Hassner, A.; Alexaniao, V. Tetrahedron Lett. 1978, 4475-4478.
30. (b) Bertholet, M.; Laurence, C.; Safar, M.; Besseau, F. J. Chem. Soc., Perkin Trans. 2 1998, 283.
31. Bagno, A.; Claeson, S.; Maggini, M.; Martini, M. L.; Prato, M.; Scorrano, G. Chem. Eur. J. 2002, 8, 1015.
32. Wilson, S. R.; MacMahon, S.; Tat, F. T.; Jarowski, P. D.; Schuster, D. I. Chem. Commun. 2003, 226.
33. Ohta, V. M.; Masaki, M. Bull. Chem. Soc. Jpn. 1960, 33, 1150.
34. D'Souza, F.; Rath, N. P.; Deviprasad, G. R.; Zandler, M. E. Chem. Commun. 2001, 267.
35. Prato, M.; Maggini, M.; Giacometti, G.; Scorrano, G.; Sandona, G.; Farnia, G. Tetrahedron 1996, 52, 5221.
36. (a) Yu, F. R.; Wang, Y. Y.; Wan, C. C. Electrochim. Acta 1985, 30 (12), 1693.
37. (b) Yang, C. S., Wang, Y. Y., Wan, C. C. J. Electrochem. Soc. 1989, 136 (9), 2592.
38. (c) Santhanam, K. S. V., Elving, P. J. J. Am. Chem. Soc. 1973, 95, 5482.
39. Huenig, S.; Ort, B.; Wenner, H. Liebigs Ann. Chem. 1985, 751.
40. Encinas, S.; Bushell, K. L.; Couchman, S. M.; Jeffery, J. C.; Ward, M. D.; Flamigni, L.; Barigletti, F. J. Chem. Soc., Dalton Trans. 2000, 1783.