Pyrrole-embedded [60]fullerenes

Abstract

The treatment of the monoarylated azafullerenes ArC₅₉N with iodine monochloride in carbon disulfide leads to the exclusive formation of the tetrachlorinated heterofullerenes Cl₄ArC₅₉N which contain a pyrrole moiety in the fullerene cage.

References

1. B. Nuber and A. Hirsch, Chem. Commun., 1998, 405.
2. P. R. Birkett, A. G. Avent, A. D. Darwish, H. W. Kroto, R. Taylor and D. R. M. Walton, J. Chem. Soc., Chem. Commun., 1993, 1230.
3. C. Bellavia-Lund, M. Keshavarz-K., T. Collins and F. Wudl, J. Am. Chem. Soc., 1997, 119, 8101.
4. W. Bauer, personal communication.
5. F. N. Tebbe, J. Y. Becker, D. B. Chase, L. E. Firment, E. R. Holler, B. S. Malone, P. J. Krusic and E. Wasserman, J. Am. Chem. Soc., 1991, 113, 9900.
6. T. L. Gilchrist, Heterocyclic Chemistry, Pittman Publishing Ltd., London 1985, p. 13.
7. S. D. Darling and R. L. Kidwell, J. Org. Chem., 1968, 33, 3974.