Extraordinary acceleration of phosphodiester hydrolyses by thorium cations

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

Robert A. Moss, Jing Zhang and Kathryn Bracken


Abstract

ThIV cations in aqueous Brij micelles strongly promote the hydrolyses of several phosphodiester substrates; in the case of bis(p-nitrophenyl)phosphate 1, the observed rate constant (0.028 s-1) represents an acceleration of ca 2.8 billion.


References

  1. (a) R. Breslow and D. L. Huang, Proc. Natl. Acad. Sci. USA, 1991, 88, 4080 CAS; (b) J. R. Morrow, L. A. Buttrey, V. M. Shelton and K. A. Berback, J. Am. Chem. Soc., 1992, 114, 1903 CrossRef CAS; (c) J. R. Morrow, L. A. Buttrey and K. A. Berback, Inorg. Chem., 1992, 31, 16 CrossRef CAS; (d) M. Komiyama, K. Matsumura and Y. Matsumoto, J. Chem. Soc., Chem. Commun., 1992, 640 RSC; (e) H.-J. Schneider, J. Rammo and R. Hettich, Angew. Chem., Int. Ed. Engl., 1993, 32, 1716 CrossRef; (f) J. Rammo and H.-J. Schneider, Liebigs Ann., 1996, 1757 CrossRef CAS; (g) B. K. Takasaki and J. Chin, J. Am. Chem. Soc., 1993, 115, 9337 CrossRef CAS; (h) B. K. Takasaki and J. Chin, J. Am. Chem. Soc., 1995, 117, 8582 CrossRef CAS; (i) R. Breslow and B. Zhang, J. Am. Chem. Soc., 1994, 116, 7893 CrossRef CAS.
  2. B. K. Takasaki and J. Chin, J. Am. Chem. Soc., 1994, 116, 1121 CrossRef CAS; M. Komiyama, T. Kodama, N. Takeda, J. Sumaoka, T. Shiiba, Y. Matsumoto and M. Yashiro, J. Biochem., 1994, 115, 809 Search PubMed; M. Komiyama, T. Shiiba, T. Kodama, N. Takeda, J. Sumaoka and M. Yashiro, Chem. Lett., 1994, 1025 CAS; J. Sumaoka, S. Miyama and M. Komiyama, J. Chem. Soc., Chem. Commun., 1994, 1755 RSC; M. Komiyama, N. Takeda, Y. Takahashi, H. Uchida, T. Shiiba, T. Kodama and M. Yashiro, J. Chem. Soc., Perkin Trans. 2, 1995, 269 RSC.
  3. K. Bracken, R. A. Moss and K. Ragunathan, unpublished work.
  4. R. A. Moss, K. Bracken and J. Zhang, Chem. Commun., 1997, 563 RSC.
  5. S. Cotton, Lanthanides and Actinides, Oxford University press, New York, 1991, pp. 115–121 Search PubMed.
  6. T. Ihara, H. Shimura, K. Ohmori, H. Tsuji, J. Takeuchi and M. Takagi, Chem. Lett., 1996, 687 CAS.
  7. J. Burgess, Metal Ions in Solution, Halsted Press, New York, 1978, pp. 27–28 Search PubMed.
  8. (a) S. H. Gellman, R. Petter and R. Breslow, J. Am. Chem. Soc., 1986, 108, 2388 CrossRef CAS; (b) J. G. J. Weijnen and J. F. J. Engbersen, Recl. Trav. Chim. Pays-Bas, 1993, 112, 351 CAS.
  9. J. R. Morrow, K. Aures and D. Epstein, J. Chem. Soc., Chem. Commun., 1995, 2431 RSC.
  10. N. Takeda, M. Irisawa and M. Komiyama, J. Chem. Soc., Chem. Commun., 1994, 2773 RSC.
  11. K. G. Ragunathan and H.-J. Schneider, Angew. Chem., Int. Ed. Engl., 1996, 35, 1219 CrossRef CAS.
  12. J. Chin, Acc. Chem. Res., 1991, 24, 145 CrossRef CAS and references cited therein.
  13. E. Kövari and R. Krämer, J. Am. Chem. Soc., 1996, 118, 12 704 CrossRef; K. A. Deal and J. N. Burstyn, Inorg. Chem., 1996, 35, 2792 CrossRef CAS.
  14. R. A. Moss, B. D. Park, P. Scrimin and G. Ghirlanda, J. Chem. Soc., Chem. Commun., 1995, 1627 RSC.
Click here to see how this site uses Cookies. View our privacy policy here.