Recognition of 1,2-diazines by a bidentate Lewis acid

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

François P. Gabbaï, Annette Schier, Jürgen Riede, Annette Schier and Michael J. Hynes


Abstract

Dimeric ortho-phenyleneindium bromide 1 shows a higher affinity for 1,2-diazines than for 1,3- and 1,4-diazines; as shown by the X-ray crystal structure analysis of the host–guest complex 3 the observed selectivity results from subtle structural variation which can bring the indium p orbitals to converge.


References

  1. W. Uhl and M. Layh, Z. Anorg. Allg. Chem., 1994, 620, 856 CrossRef CAS; H. E. Katz, J. Am. Chem. Soc., 1985, 107, 1420 CrossRef CAS.
  2. H. E. Katz, Organometallics, 1987, 6, 1987 CrossRef.
  3. T. Ooi, M. Takahashi and K. Maruoka, J. Am. Chem. Soc., 1996, 118, 11 307 CrossRef CAS.
  4. M. Reilly and T. Oh, Tetrahedron Lett., 1995, 36, 217 CrossRef CAS.
  5. V. Sharma, M. Simard and J. D. Wuest, J. Am. Chem. Soc., 1992, 114, 7931 CrossRef CAS.
  6. H. E. Katz, J. Org. Chem., 1985, 50, 1987 CrossRef.
  7. F. P. Gabbaï, A. Schier, J. Riede and D. Schichl, Organometallics, 1996, 15, 4119 CrossRef.
  8. M. J. Hynes, J. Chem. Soc., Dalton Trans., 1993, 311 RSC.
  9. Y. Kuroda, A. Kawashima, Y. Hayashi and H. Ogoshi, J. Am. Chem. Soc., 1997, 119, 4929 CrossRef CAS.
  10. A. M. Maverick, M. L. Ivie, J. H. Waggenspack and F. R. Fronczek, Inorg. Chem., 1990, 29, 2403 CrossRef CAS.
  11. L. Pauling, The Nature of the Chemical Bond, Cornell University Press, Ithaca, NY, 1960 Search PubMed.
  12. A. Bondi, J. Phys. Chem., 1964, 68, 441 CrossRef CAS.
  13. D. C. Bradley, D. M. Frigo, I. S. Harding, M. B. Hursthouse and M. Motevalli, J. Chem. Soc., Chem. Commun., 1992, 577 RSC.
  14. A. Albert, R. Goldacre and J. Phillips, J. Chem. Soc., 1948, 2240 RSC.
  15. J. Reedijk, in Comprehensive Coordination Chemistry, ed. G. Wilkinson, R. D. Gillard and J. A. McCleverty, Pergamon, Oxford, 1987, vol. 2, ch. 13.2, p. 80 Search PubMed.
Click here to see how this site uses Cookies. View our privacy policy here.