Conclusions
-
1.
The dipole moment of 2-alkoxy- and 2-phenoxy-l, 3,2-dioxaphosphorinanes and their spiro analogs with a tricoordinated phosphorus atom were determined.
-
2.
A graphical method was proposed for the analysis of the data of the method of dipole moments of cyclic compounds.
-
3.
In all the compounds studied, a chair conformation with axial (or diaxial for the spiro compound) arrangement of the alkoxy group with a gauche-orientation of the methoxyl and ethoxyl radicals and a cisorientation of the phenoxy group is realized.
Similar content being viewed by others
Literature cited
B. A. Arbuzov, R. P. Arshinova, A, N. Vereshchagin, and S. G. Vul'fson, Izv. Akad. Nauk SSSR, Ser. Khim., 1964 (1973).
B. A. Arbuzov, R. P. Arshinova, A. N. Vereshchagin, S. G. Vul'fson, O. N. Nuretdinova, and L. Z. Nikonova, Khimiya Geterotsikl. Soed., 1324 (1971).
D. W. White, R. D. Bertrand, G. K. McEwen, and J. G. Verkade, J. Amer. Chem. Soc.,92, 7125 (1970).
W. G. Bentrude and I. H. Hargis, J. Amer. Chem. Soc.,92, 7136 (1970).
C. L. Bodkin and P. Simpson, J. Chem. Soc., B, 1136 (1971).
M. Haemers, R. Ottinger, T. Reisse, and D. Zimmermann, Tetrahedron Letters, 461 (1971).
D. W. White, G. K. McEwen, and J. G. Verkade, Tetrahedron Letters, 5369 (1968).
B. A. Arbuzov, R. P. Arshinova, Yu. M. Mareev, and V. S. Vinogradova, Dokl. Akad. Nauk SSSR,208, 849 (1973).
M. J. Aroney, L. H. Chia, R. J. W. Le Fevre, and J. D. Saxby, J. Chem. Soc., 2948 (1964).
O. Exner and V. Jehlicka, Collect, Czechoslov. Chem. Comm.,30, 639 (1965).
H. J. Lucas, F. W. Mitchell, and C. N. Scully, J. Amer. Chem. Soc.,72, 5491 (1950).
D. C. Ayres and H. M. Rydon, J. Chem. Soc., 1109 (1957).
J. Hechenbleikner, and F. C. Lanoue, US Patent No. 2.847.443, 1958; Abstrs.52, 9251 (1958).
L. Friedman and H. Gould, US Patent No. 3,053,878, 1962; Chem. Abstrs.,58, 3354b (1963).
A. N. Vereshchagin and L. A. Grozina, Teoret. i Éksperim. Khimiya,4, 361 (1968).
Author information
Authors and Affiliations
Additional information
For Communication 3, see [1].
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 11, pp. 2426–2431, November, 1973.
Rights and permissions
About this article
Cite this article
Arbuzov, B.A., Arshinova, R.P., Vul'fson, S.G. et al. Steric structure of phosphorus-containing heterocycles. Russ Chem Bull 22, 2372–2376 (1973). https://doi.org/10.1007/BF00926374
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00926374