Complexation of stable carbenes with alkali metals

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Roger W. Alder, Michael E. Blake, Christel Bortolotti, Simone Bufali, Craig P. Butts, Emma Linehan, Josep M. Oliva, A. Guy Orpen and Michael J. Quayle


Abstract

Stable diaminocarbenes, including imidazol-2-ylidenes, undergo complexation with lithium, sodium and potassium species; the crystal structure of a complex of 1,3-diisopropyl-3,4,5,6-tetrahydropyrimid-2-ylidene 1 with KN(SiMe3)2 is reported.


References

  1. W. A. Herrmann and C. Köcher, Angew. Chem., Int. Ed. Engl., 1997, 36, 2162 CrossRef CAS.
  2. A. J. Arduengo III, R. L. Harlow and M. Kline, J. Am. Chem. Soc., 1991, 113, 361 CrossRef; A. J. Arduengo III, H. V. R. Dias, R. L. Harlow and M. Kline, J. Am. Chem. Soc., 1992, 114, 5530 CrossRef CAS.
  3. A. J. Arduengo III, J. R. Goerlich and W. J. Marshall, J. Am. Chem. Soc., 1995, 117, 11027 CrossRef.
  4. R. W. Alder, P. R. Allen, M. Murray and A. G. Orpen, Angew. Chem., Int. Ed. Engl., 1996, 35, 1121 CrossRef.
  5. A. J. Arduengo, III, J. R. Goerlich and W. J. Marshall, Leibigs Ann/Recl., 1997, 365 Search PubMed.
  6. R. W. Alder, C. P. Butts and A. G. Orpen, J. Am. Chem. Soc., 1998, 120, 11 526 CrossRef CAS.
  7. M. K. Denk, A. Thadani, K. Hatano and A. J. Lough, Angew. Chem., Int. Ed. Engl., 1997, 36, 2607 CrossRef CAS.
  8. D. M. Lemal, R. A. Lovald and K. I. Kawano, J. Am. Chem. Soc., 1964, 86, 2518 CrossRef CAS.
  9. GIAO shielding constants σ were converted to chemical shifts using δ=σTMSσ.
  10. Cambridge Structural Database, Version 5.15, April 1998 release, 181,309 structures searched; F. H. Allen and O. Kennard, Chem. Des. Automation News, 1993, 8, 1 and 31 Search PubMed.
  11. C. Eaborn, P. B. Hitchcock, K. Izod, A. J. Jaggar and J. D. Smith, Organometallics, 1994, 13, 753 CrossRef CAS.
  12. S. E. Johnson and C. B. Knobler, Organometallics, 1992, 11, 3684 CrossRef CAS.
  13. R. M. Bozorth, J. Am. Chem. Soc., 1922, 44, 317 CrossRef CAS.
  14. P. G. Williard and M. A. Nicholls, J. Am. Chem. Soc., 1991, 113, 9671 CrossRef CAS.
  15. R. W. Alder and M. E. Blake, Chem. Commun., 1997, 1513 RSC.
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