Conclusions
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1.
The problem of the conformations of some esters of methylphenylphosphinic acid was discussed on the basis of the data of IR spectroscopy and the dipole moments. Stabilization of the gauche positions of the ester group with respect to the phosphoryl group is characteristic for these compounds.
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2.
As one of the reasons responsible for the stability of the gauche form, it is postulated that the labile electrons of the benzene ring and the ester oxygen can compete in filling the vacant 3d orbitals of phosphorus.
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Literature cited
O. A. Raevskii, R. R. Shagidullin, and L. E. Petrova, Izv. Akad. Nauk SSSR, Ser. Khim., 1426 (1971).
O. A. Raevskii, R. R. Shagidullin, I. D. Morozova, L. E. Petrova, and F. G. Khalitov, Izv. Akad. Nauk SSSR, Ser. Khim., 1725 (1970).
H. J. Harwood and D. W. Grisley, J. Am. Chem. Soc.,82, 423 (1960).
R. S. Armstrong, M. J. Aroney, R. J. W. Le Fevre, and R. K. Pierens, J. Chem. Soc., A, 2735 (1969).
O. A. Osipov and V. I. Minkin, Handbook on Dipole Moments [in Russian], Vysshaya Shkola (1965).
L. V. Vilkov, N. I. Sadova, and T. Yu. Zil'berg, Zh. Strukt. Khim.,8, 528 (1967).
O. A. Raevskii and F. G. Khalitov, Izv. Akad. Nauk SSSR, Ser. Khim. 843 (1971).
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 11, pp. 2595–2598, November, 1971.
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Raevskii, O.A., Khalitov, F.G. & Pudovik, M.A. Conformation of some esters of methylphenylphosphinic acid. Russ Chem Bull 20, 2468–2470 (1971). https://doi.org/10.1007/BF00854342
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DOI: https://doi.org/10.1007/BF00854342