Facile sulfation of C60 using P2O5 as an oxidation promoter

(Note: The full text of this document is currently only available in the PDF Version )

Boy-Horn Chen, Jen-Pang Huang, Lee Y. Wang, Jentaie Shiea, Tun-Li Chen and Long Y. Chiang


Abstract

Reactivity of C60 molecules toward the oxidative sulfation reaction induced by H2SO4–SO3 is highly enhanced by P2O5, leading to hexacyclosulfated fullerene intermediates which are converted to dodecahydroxyfullerenes upon hydrolysis.


References

  1. R. Taylor and D. R. M. Walton, Nature, 1993, 363, 685 CrossRef CAS.
  2. A. W. Jensen, S. R. Wilson and D. I. Schuster, Bioorg. Med. Chem., 1996, 4, 767 CrossRef CAS.
  3. L. Y. Chiang, R. B. Upasani and J. W. Swirczewski, J. Am. Chem. Soc., 1992, 114, 10 154 CrossRef CAS; L. Y. Chiang, J. B. Bhonsle, L. Y. Wang, S. F. Shu, T. M. Chang and J. R. Hwu, Tetrahedron, 1996, 52, 4963 CrossRef CAS.
  4. N. S. Schneider, A. D. Darwish, H. W. Kroto, R. Taylor and D. R. M. Walton, J. Chem. Soc., Chem. Commun., 1994, 15 RSC.
  5. J. Li, A. Takeuchi, M. Ozawa, X. Li, K. Saigo and K. Kitazawa, J. Chem. Soc., Chem. Commun., 1993, 1784 RSC.
  6. L. Y. Chiang, F. J. Lu and J. T. Lin, J. Chem. Soc., Chem. Commun., 1995, 1283 RSC.
  7. M. C. Tsai, Y. H. Chen and L. Y. Chiang, J. Pharm. Pharmacol., 1997, 49, 438 Search PubMed.
  8. L. Y. Chiang, F. J. Lu and J. T. Lin, Proc. Electrochem. Soc., 1995, 95–10, 699 Search PubMed.
  9. Y. L. Lai and L. Y. Chiang, J. Auton. Pharmacol., 1997, 17, 229 CAS.
  10. H. C. Huang, L. H. Lu and L. Y. Chiang, Proc. Electrochem. Soc., 1996, 96–10, 403 Search PubMed.
  11. L. Y. Chiang, L. Y. Wang, S. M. Tseng, J. S. Wu and K. H. Hsieh, J. Chem. Soc., Chem. Commun., 1994, 2675 RSC.
  12. L. Y. Chiang, L. Y. Wang and C. S. Kuo, Macromolecules, 1995, 28, 7574 CrossRef CAS; L. Y. Wang, J. S. Wu, C. S. Kuo, S. M. Tseng, K. H. Hsieh and L. Y. Chiang, J. Polym. Res., 1996, 3, 1 Search PubMed; L. Y. Chiang, L. Y. Wang, C. S. Kuo, J. G. Lin and C. Y. Huang, Synth. Met., 1997, 84, 721 CrossRef CAS.
  13. L. Y. Chiang, L. Y. Wang, J. W. Swirczewski, S. Soled and S. Cameron, J. Org. Chem., 1994, 59, 3960 CrossRef CAS.
  14. S. G. Kukolich and D. R. Huffman, Chem. Phys. Lett., 1991, 182, 263 CrossRef CAS.
  15. (a) H. Thomann, M. Bernardo and G. P. Miller, J. Am. Chem. Soc., 1992, 114, 6593 CrossRef CAS; (b) G. P. Miller, C. S. Hsu, H. Thomann, L. Y. Chiang and M. Bernardo, Mater. Res. Soc. Symp. Proc., 1992, 247, 293 CAS.
  16. A much slower sulfation rate of fullerenes at ambient temperatures was used to allow the kinetic detection of EPR resonances of the fullerenic radical intermediates.
Click here to see how this site uses Cookies. View our privacy policy here.