Selective electrochemical retro-cycloaddition reaction of pyrrolidinofullerenes

Angewandte Chemie - International Edition

Volumn 45, Issue 44, 2006, Pages 7430-7433

  Lukoyanova, Olena ^b   Cardona, Claudia M ^b   Altable, Margarita ^a   Filippone, Salvatore ^a   Domenech, Ángel Martín ^a   Martín, Nazario ^a   Echegoyen, Luis ^b  

^a UNIVERSIDAD COMPLUTENSE DE MADRID   (Spain)

^b CLEMSON UNIVERSITY   (United States)

Author keywords

Azomethine ylides; Cycloaddition; Electrochemistry; Fullerenes; Retro reactions

Indexed keywords

ADDITION REACTIONS; ELECTROCHEMISTRY; ELECTROLYSIS;

AZOMETHINE YLIDES; CYCLOADDITION; PROPANATION; RETRO REACTIONS;

FULLERENES;

EID: 33751242773     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200602431     Document Type: Article

References (27)

1. a) A. Hirsch, The Chemistry of the Fullerene, Thieme, Stuttgart, 1994;
2. b) A. Hirsch, M. Brettreich, Fullerenes: Chemistry and Reactions, Wiley-VCH, Weinheim, 2005.
3. N. Martín, J. L. Segura, F. Wudl in Fullerenes: From Synthesis to Optoelectronic Properties (Eds: D. M. Guldi, N. Martín), Kluwer Academic Publishers, Dordrech, 2002, chap. 1, pp. 1-50.
4. a) C. Bingel, Chem. Ber. 1993, 126, 1957-1959;
5. b) A. Hirsch, I. Lamparth, H. R. Karfunkel, Angew. Chem. 1994, 106, 453-455;
6. Angew. Chem. Int. Ed. Engl. 1994, 33, 437-438;
7. c) C. Thilgen, A. Herrman, F. Diederich, Angew. Chem. 1997, 109, 2362-2374;
8. Angew. Chem. Int. Ed. Engl. 1997, 36, 2268-2280;
9. d) X. Champs, A. Hirsch, J. Chem. Soc. Perkin Trans. 1 1997, 1595-1596.
10. a) M. Maggini, G. Scorrano, M. Prato, J. Am. Chem. Soc. 1993, 115, 9798-9799;
11. b) M. Prato, M. Maggini, Acc. Chem. Res. 1998, 31, 519-526;
12. c) K. Kodratos, S. Bosi, T. Da Ros, A. Zambon, V. Lucchini, M. Prato, J. Org. Chem. 2001, 66, 2801-2808;
13. d) N. Tagmatarchis, M. Prato, Synlett 2003, 768-779.
14. See, for example: M. A. Herranz, N. Martín, J. Ramey, D. M. Guldi, Chem. Commun. 2002, 2968-2969.
15. R. Kessinger, J. Crassous, A. Herman, M. Ruttimann, L. Echegoyen, F. Diederich, Angew. Chem. 1998, 110, 2022-2025;
16. Angew. Chem. Int. Ed. 1998, 37, 1919-1922.
17. a) N. S. Fender, B. Nuber, D. I. Schuster, S. R. Wilson, L. Echegoyen, J. Chem. Soc. Perkin Trans. 2 2000, 1924-1928;
18. b) C. Boudon, J.-P. Gisselbrecht, M. Cross, A. Herrmann, M. Ruttimann, J. Crassous, F. Cardullo, L. Echegoyen, F. Diederich, J. Am. Chem. Soc. 1998, 120, 7860-7868.
19. R. Kessinger, N. S. Fender, L. E. Echegoyen, C. Thilgen. L. Echegoyen, F. Diederich, Chem. Eur. J. 2000, 6, 2184-2192.
20. N. N. P. Moonen, C. Thilgen, L. Echegoyen, F. Diederich, Chem. Commun. 2000, 335-336.
21. N. Martín, M. Altable, S. Filippone, A. Martín-Domenech, L. Echegoyen, C. M. Cardona, Angew. Chem. 2006, 118, 116-120;
22. Angew. Chem. Int. Ed. 2006, 45, 110-114.
23. P. L. Boulas, Y. Zuo, L. Echegoyen, Chem. Commun. 1996, 1547-1548.
24. C. M. Cardona, A. Kitaygorodskiy, A. Ortiz, M. A. Herranz, L. Echegoyen, J. Org. Chem. 2005, 70, 5092-5097.
25. B. Elliott, L. Yu, L. Echegoyen, J. Am. Chem. Soc. 2005, 127, 10885-10888.
26. a) R. Kessinger, M. Gomez-Lopez, C. Boudon, J.-P. Gisselbrecht, M. Cross, L. Echegoyen, F. Diederich, J. Am. Chem. Soc. 1998, 120, 8545-8546;
27. [2]