Conclusions
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1.
Direct proof for the phosphorotropic tautomerism, where compounds with a pentacoordinated phosphorus atom are in equilibrium, was obtained from the comparative analysis of temperature dependences of13C and31P NMR spectra of phosphoranes containing 1,3,2-dioxa- and 1,3,2-oxazaphospholene rings, and related bipolar ions.
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2.
Free energies of activation of the phosphorotropic rearrangement were determined.
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N. A. Polezhaeva, A. V. Aganov, A. I. Khoyarov, and B. A. Arbuzov, Dokl. Akad. Nauk SSSR,261, 376 (1981).
D. Gorenstein and F. H. Westheimer, J. Am. Chem. Soc.,92, 634 (1970).
D. Gorenstein, J. Am. Chem. Soc.,92, 634 (1970).
F. Ramirez, Acc. Chem. Res.,168, 1 (1968).
F. Ramirez, A. V. Patwardhan, and C. P. Smith, J. Org. Chem.,30, 2575 (1965).
F. Ramirez, A. V. Patwardhan, and C. P. Smith, J. Am. Chem. Soc.,87, 4973 (1965).
B. A. Arbuzov, N. A. Polezhaeva, and M. N. Agafonov, Izv. Akad. Nauk SSSR, Ser. Khim., 608 (1979).
V. Mark, C. H. Dungan, M. M. Crutchfield, and J. R. Van Waser, Topics in Phosphorus Chemistry, Vol. 5, Intern. Publ., N.Y. (1967).
G. C. Levy and G. L. Nelson, Carbon-Thirteen Nuclear Magnetic Resonance for Organic Chemists, Wiley (1972).
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 10, pp. 2219–2224, October, 1984.
The authors wish to express their gratitude to I. Ismaev for measuring the spectra and to Prof. A. V. Il'yasov for discussing the results.
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Aganov, A.V., Polezhaeva, N.A., Khayarov, A.I. et al. 13C and31P NMR study of phosphoranes containing 1,3,2-dioxa- and 1,3,2-oxazaphospholene rings and bipolar ions related to them. Russ Chem Bull 33, 2024–2028 (1984). https://doi.org/10.1007/BF00954074
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DOI: https://doi.org/10.1007/BF00954074