Nitrene additions to [60]fullerene do not generate [6,5] aziridines

Tetrahedron

Volumn 52, Issue 14, 1996, Pages 5257-5262

  Smith III, Amos B ^a   Tokuyama, Hidetoshi ^a  

^a UNIVERSITY OF PENNSYLVANIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

FULLERENE DERIVATIVE; POLYCYCLIC HYDROCARBON;

ARTICLE; DRUG SYNTHESIS; NUCLEAR MAGNETIC RESONANCE; PRIORITY JOURNAL; REACTION ANALYSIS; SPECTROPHOTOMETRY;

EID: 0029874996     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4020(96)00129-9     Document Type: Article

References (20)

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2. Reviews: Hirsch, A. In The Chemistry of Fullerenes; Thieme Medical Publishers: New York, 1994. Diederich, F.; Issacs, L.; Philip, D. Chem. Soc. Rev. 1994, 243.
3. 60O: Creegan, K. M.; Robbins, J. L.; Win, K.; Millar, J. M.; Sherwood, R. D.; Tindall, P. J.; Cox, D. M.; Smith, A. B., III; McCauley, J. P., Jr.; Jones, D. R.; Gallagher, R. T. J. Am. Chem. Soc. 1992, 114, 1103.
4. 2: Smith, A. B., III; Strongin, R. M.; Brard, L.; Furst, G. T.; Romanow, W. J.; Owens, K. G.; King, R. C. J. Am. Chem. Soc., 1993, 115, 5829.
5. 2: Smith, A. B., III; Strongin, R. M.; Brard, L.; Furst, G. T.; Romanow, W. J.; Owens, K. G.; Goldschmidt, R. J. J. Chem. Soc., Chem. Commun., 1994, 2187.
6. 70O: Smith, A. B., III; Strongin, R. M.; Brard, L.; Furst, G. T.; Atkins, J. H.; Romanow, W. J.; Saunders, M.; Jiménez-Vázquez, H. A.; Owens, K. G.; Goldschmidt, R. J. J. Chem. Soc., Chem. Commun. submitted.
7. (e) Full paper: Smith, A. B., III; Strongin, R. M.; Brard, L.; Furst, G. T.; Romanow, W. J.; Owens, K. G.; Goldschmidt, R. J.; King, R. C. J. Am. Chem. Soc. 1995, 117, 5492.
8. 2 annulene, see: Suzuki, T.; Li, Q.; Khemani, K. C.; Wudl, F. J. Am. Chem. Soc. 1992, 114, 7301.
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10. (a) Banks, M. R.; Cadogan, J. I. G.; Gosney, I.; Hodgson, P. K. G.; Langridge-Smith, P. R. R.; Rankin, D. W. H. J. Chem. Soc., Chem. Commun. 1994, 1365.
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13. (d) Banks, M. R.; Cadogan, J. I. G.; Gosney, I.; Hodgson, P. K. G.; Langridge-Smith, P. R. R.; Millar, J. R. A.; Taylor, A. T. J. Chem. Soc., Chem. Commun. 1995, 885.
14. Mills, W. H.; Nixon, I. G. J. Chem. Soc. 1930, 2510.
15. Prato, M.; Lucchini, V.; Maggini, M.; Stimpfl, E.; Scorrano, G.; Eiermann, M.; Suzuki, T.; Wudl, F. J. Am. Chem. Soc. 1993, 115, 8479. Diederich, F.; Issacs, L.; Philip, D. J. Chem. Soc., Perkin Trans. 2 1994, 391.
16. Prato, M.; Lucchini, V.; Maggini, M.; Stimpfl, E.; Scorrano, G.; Eiermann, M.; Suzuki, T.; Wudl, F. J. Am. Chem. Soc. 1993, 115, 8479. Diederich, F.; Issacs, L.; Philip, D. J. Chem. Soc., Perkin Trans. 2 1994, 391.
17. Banks, M. R.; Cadogan, J. I. G.; Gosney, I.; Hodgson, P. K. G.; Langridge-Smith, P. R. R.; Millar, J. R. A.; Parkinson, J. A.; Rankin, D. W. H.; Taylor, A. T. J. Chem. Soc., Chem. Commun. 1995, 887.
18. Schick, G.; Grosser, T.; Hirsch, A. J. Chem. Soc., Chem. Commun. 1995, 2289.
19. 3 which resonates at 29.6 ppm.
20. 1H FT NMR spectra. (Formula Presented)