Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Synthesis of 1,1-Dichloro-2,3,4,5-Tetraphenyl-1-Silacyclopenta-2,4-diene and Its Reaction with Alkali Metal: Evidence for the Formation of Silylanion

  • Published : 1987.08.20
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Abstract

1,1-Dichloro-2,3,4,5-tetraphenyl-1-silacyclopenta- 2,4-diene was synthesized through the reaction of $SiCl_4$ with 1,4-dilithiotetraphenylbutadiene in 50% yield. From the reaction of this silole with metal, an air sensitive red-brownish solid was obtained. Treatment of this reaction product with $CH_3I\; and\; Me_3SiCl$ gave 1,1-dimethyl-2,3,4,5-tetraphenyl-1-silacyclopenta- 2,4-diene and 1,1-bis(trimethylsilyl)-2,3,4,5-tetraphenyl-1-silacyclopenta-2,4-diene, respectively. From these results, the formation of reactive 2,3,4,5-tetraphenyl-1-silacyclopenta-2,4-dienyl dianion was confirmed.

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References

  1. J. Am. Chem. Soc. v.83 E. H. Braye;W. Hubel;I. Caplier
  2. J. Am. Chem. Soc. v.86 H. Gilman;Steve G. Cottis;W.H. Atwell
  3. J. Org. Chem. v.32 W. H. Atwell;D. R. Weyenberg
  4. J. Am. Chem. Soc. v.84 R. A. Benkeser;R. F. Grossman;G. M. Stanton
  5. J. Am. Chem. Soc. v.84 R. A. Benkeser;R. F. Grossman;G.M. Stanton
  6. J. Am. Chem. Soc., Comm. v.89 M. David Curtis
  7. J. Organomet. Chem. v.291 H. Appler;L. W. Gloss;B. Mayer;W.P. Neumann
  8. Chem. Rev. v.79 L. E. Gussel'Nikov;N.S. Nametkin
  9. J. Organomet. Chem. v.217 M. Ishikawa;H. Sugisawa;O. Harata;M. Kumada
  10. Bull. Kor. Chem. Soc. v.6 W. -Ch. Joo;H. S. Hwang;J. H. Hong
  11. J. Am. Chem. Soc. v.91 M. David Curtis
  12. J. Organomet. Chem. v.214 P. Jutzi;A. Karl
  13. Organosilicon Compounds C. Eaborn
  14. Chem. & Ind. (rev.) H. Gilman;D. J. Peterson;D. Wittenberg

Cited by

  1. ChemInform Abstract: Synthesis of 1,1‐Dichloro‐2,3,4,5‐tetraphenyl‐1‐silacyclopenta‐2,4‐diene and Its Reaction with Alkali Metal: Evidence for the Formation o vol.19, pp.8, 1988, https://doi.org/10.1002/chin.198808258
  2. The aromatic dianion metalloles vol.9, pp.3, 1987, https://doi.org/10.1039/c7sc04454b