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DOI: 10.1039/A906839B (Paper) Reference Section for: J. Chem. Soc., Dalton Trans., 1999, 3531-3532

A convenient synthetic route to substituted phosphavinyl Grignard reagents: synthesis and characterisation of [{RP[double bond, length half m-dash]C(But)MgX(OEt2)}2] (R = cyclohexyl, cyclopentyl, ethyl or mesityl; X = Cl or Br)[hair space]†

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David E. Hibbs, Cameron Jones and Anne F. Richards

Abstract

The regio- and stereo-selective addition of a series of Grignard reagents across the phosphaalkyne P[triple bond, length half m-dash]CBut conveniently affords high yields of the phosphavinyl Grignard reagents, [{RP[double bond, length half m-dash]C(But)MgX(OEt2)}2] (R = cyclohexyl, cyclopentyl, ethyl or mesityl; X = Cl or Br), two of which have been structurally characterised.

References

  1. J. M. Brown and S. K. Armstrong, in Comprehensive Organometallic Chemistry II, ed. E. W. Abel, F. G. Stone and G. Wilkinson, Elsevier, Oxford, 1995, vol. 11 Search PubMed.
  2. (a) K. B. Dillon, F. Mathey and J. F. Nixon, in Phosphorus: The Carbon Copy, Wiley, Chichester, 1998 Search PubMed; (b) Multiple Bonds and Low Coordination in Phosphorus Chemistry, ed. M. Regitz and O. J. Scherer, Georg Thieme Verlag, Stuttgart, 1990 and refs. therein Search PubMed.
  3. (a) M. van der Sluis, V. Beverwijk, A. Termaten, E. Gavrilova, F. Bickelhaupt, H. Kooijman, N. Veldman and A. L. Spek, Organometallics, 1997, 16, 1144 CrossRef; (b) M. van der Sluis, J. B. M. Wit and F. Bickelhaupt, Organometallics, 1996, 15, 174 CrossRef CAS.
  4. A. Hoffman, B. Breit and M. Regitz, Chem. Ber., 1997, 539, 61.
  5. A. M. Arif, A. R. Barron, A. H. Cowley and S. W. Hall, J. Chem. Soc., Chem. Commun., 1988, 171 RSC.
  6. Spectroscopic data for 2–4 have been submitted as supplementary material.
  7. L. Weber, Angew. Chem., Int. Ed. Engl., 1996, 35, 271 CrossRef CAS and refs. therein.
  8. See ref. 2(b)pp. 463–471.
  9. E. Niecke, M. Nieger, O. Schmidt, D. Gudat and W. W. Schoeller, J. Am. Chem. Soc., 1999, 121, 519 CrossRef CAS.
  10. C. E. Holloway and M. Melnik, Coord. Chem. Rev., 1994, 135, 287 CrossRef.
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