Russian Chemical Bulletin

, Volume 58, Issue 11, pp 2397–2399 | Cite as

Phosphorus-containing 1, 3-zwitterions formed in the reaction of tributylphosphine with 3-aryl-2-cyanoacrylates

  • N. V. Slepchenkov
  • A. S. Peregudov
  • N. G. Senchenya
  • P. V. Petrovskii
  • V. N. Khrustalev
  • I. A. Garbuzova
  • Yu. G. Gololobov
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Abstract

Tributylphosphine reacts with 3-aryl-2-cyanoacrylates in acetonitrile to afford adducts, viz., phosphorus-containing betaines, thermodynamic stability of which depends on both the nature of the solvent and electronic and spatial characteristics of the aryl substituent in 3-aryl-2-cyanoacrylates.

Key words

tributylphosphine 3-aryl-2-cyanoacrylates phosphorus-containing zwitterions X-ray diffraction analysis 
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References

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    Yu. G. Gololobov, G. D. Kolomnikova, N. O. Krilova, Tetrahedron Lett., 1994, 35, 1751.CrossRefGoogle Scholar
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    G. M. Sheldrick, Acta Crystallogr., 2008, A64, 112.Google Scholar

Copyright information

© Springer Science+Business Media, Inc.  2009

Authors and Affiliations

  • N. V. Slepchenkov
    • 1
  • A. S. Peregudov
    • 1
  • N. G. Senchenya
    • 1
  • P. V. Petrovskii
    • 1
  • V. N. Khrustalev
    • 1
  • I. A. Garbuzova
    • 1
  • Yu. G. Gololobov
    • 1
  1. 1.A. N. Nesmeyanov Institute of Organoelement CompoundsRussian Academy of SciencesMoscowRussian Federation

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