Evidence for delocalization in phosphole anions from their 31P n.m.r. spectra

Journal of the Chemical Society, Chemical Communications

Volumn , Issue 9, 1979, Pages 401-402

  Quin, Louis D ^a   Orton, William L ^a  

^a DUKE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 37049103602     PISSN: 00224936     EISSN: None     Source Type: Journal    
DOI: 10.1039/C39790000401     Document Type: Article

References (11)

1. G. Kaufmann and F. Mathey, Phosphorus, 1974, 4, 231.
2. For the most recent discussion of phosphole bonding, see N. D. Epiotis and W. Cherry, J. Amer. Chem. Soc, 1976, 98, 4365.
3. When complexed to Mn in the phosphacymantrene system [R2PMn(CO)s], the phosphole anion has been attributed some 'aromatic' character, largely because it undergoes electrophilic substitution on carbon (F. Mathey, Tetrahedron Letters, 1976, 4155).
4. F. Mathey and R. Mankowski-Favelier, Org. Magnetic Resonance, 1972, 4, 171.
5. E. H. Braye, I. Capelier, and R. Saussez, Tetrahedron, 1971, 27, 5523.
6. B. W. Bangerter, R. P. Beatty, J. K. Kouba, and S. S. Wreford, J. Org. Chem., 1977, 42, 3247.
7. K. Issleib and R. Kiimmel, J. Organometallic Chem., 1965, 3, 84.
8. P Shifts have been reported for phospholide anions when v-complexed, as in the phosphacymantrene system; these shifts are upfield of H3P04, and obviously are influenced by the bonding in the complex (F. Mathey, A. Mitschler, and R. Weiss, J. Amer. Chem. Soc, 1978, 100, 5748).
9. A. J. Ashe III, R. B. Sharp, and J. W. Tolan, J. Amer. Chem. Soc, 1976, 98, 5451.
10. T. C. Klebach, R. Lourens, and F. Bickelhaupt, J. Amer. Chem. Soc, 1978, 100, 4886.
11. P. Ballinger and F. A. Long, J. Amer. Chem. Soc, 1960, 82, 795.