Nature of the bonding in a carbene–phosphinidene: a main group analogue of a Fischer carbene complex? Isolation and characterisation of a bis(borane) adduct

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Anthony J. Arduengo III, Claire J. Carmalt, Jason A. C. Clyburne, Alan H. Cowley and Radha Pyati


Abstract

The reaction of the carbene–phosphinidene (1,3-dimesitylimidazolin-2-ylidene)PPh 1 with BH3·thf affords the corresponding P-bonded bis(borane) adduct, thus demonstrating the availability of two lone pairs on the phosphorus centre; base competition studies reveal that 1 is a strong phosphorus base and, by means of cyclic voltammetry, it is established that 1 undergoes facile oxidation.


References

  1. A. J. Arduengo, III, H. V. Rasika Dias and J. C. Calabrese, Chem. Lett., 1997, 143 CrossRef.
  2. A. J. Arduengo, III, J. C. Calabrese, A. H. Cowley, H. V. Rasika Dias, J. R. Goerlich, W. J. Marshall and B. Riegel, Inorg. Chem., in the press Search PubMed.
  3. See, for example, T. E. Taylor and M. B. Hall, J. Am. Chem. Soc., 1984, 106, 1575 Search PubMed.
  4. R. J. Gillespie and E. A. Robinson, Angew. Chem., Int. Ed. Engl., 1996, 35, 495 CrossRef CAS.
  5. N. Burford, P. Losier, S. V. Sereda, T. S. Cameron and G. Wu, J. Am. Chem. Soc., 1994, 116, 6474 CrossRef CAS.
  6. G. Huttner and K. Evertz, Acc. Chem. Res., 1986, 19, 406 CrossRef CAS.
  7. M. Wada and S. Hagashiaki, J. Chem. Soc. Chem. Commun., 1984, 482 RSC Certain polycyclic phosphorus systems are more powerful bases, see J.-S. Tang and J. G. Verkade, Angew. Chem., Int. Ed. Engl., 1993, 32, 896 Search PubMed.
  8. W. W. Schoeller, J. Niemann, R. Thiele and W. Hang, Chem. Ber., 1990, 124, 417.
  9. Identified by 31P NMR. See M. Baudler, B. Carlsohn, W. Bohm and G. Reuschenbach, Z. Naturforsch., Teil B, 1976, 31, 558 Search PubMed.
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