Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Silene Intermediates. The Reaction of Chlorodiphenylvinylsilane with tert-Butyllithium

  • Published : 1987.10.20
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Abstract

The reaction of t-butylithium with chlorodiphenylvinylsilane at low temperatures in hexane gave a 52% yield of the two isomeric 1,1,3,4-tetraphenyl-2,4-dineopenty-1,3-disilacyclo butanes mixture, formed by a head-to-tail dimerization of 1,1-diphenyl-2-neopentylsilene intermediate. In the presence of the trapping agents such as trimethylmethoxysilane and anthracene, the expected trapped adducts, 1-methoxy-l,l-diphenyl-2-trimethylsilyl-4,4-dimethyl-1-silapentane and 2,2-diphenyl-3-neopentyl-(5,6 : 7,8)-dibenzo-2-silabicyclo-(2.2.2)-octane, were obtained in 74% and 46% yields, respectively. These products were separated and their stereochemistry were assigned on the basis of $^1H$- and $^{13}C$-NMR data.

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References

  1. Chem. Rev. v.85 G. Rabbe;J. Michl
  2. J. Organomet, Chem. v.273 N. Wiberg
  3. J. Organomet. Chem. Lib. v.12 G. Bertrand;G. Trinquer;P. Mazerolles
  4. Chem. Rev. v.79 L. E. Gusel'nikov;N. S. Nametkin
  5. J. Am. Chem. Soc. v.99 P. R. Jones;T. F. O. Lim
  6. Angew. Chem., Int. Ed. Engl. v.16 N. Wiberg;G. Preiner
  7. J. Organomet. Chem. v.232 P. R. Jones;M. E. Lee
  8. J. Am. Chem. Soc. v.102 P. R. Jones;T. F. O. Lim;R. A. Pierce
  9. Organometallics v.2 P. R. Jones;M. E. Lee;L. T. Lim
  10. J. Org. Chem. v.44 P.R.Wells;F. Franke
  11. Interpretation of CNMR Spectra F. W. Wehrly;T. Wirthlin
  12. J. Chem. Soc., Chem. Commun. P. Jonh;B. G. Gowenlock;P. Groome
  13. Organometallics v.3 P. R. Jones;A. H-B. Cheng;T. E. Albanesi
  14. J. Am. Chem. Soc. v.102 J. L. Luche;J. C. Damiano
  15. J. Org. Chem. v.47 J. L. Luche;C. Petrier;A. L. Gemal;N. Zikra