Conclusions
Using PMR spectroscopy and the dipole moment and Kerr effect methods it has been shown that 2-methoxy-5,6-benzo-1,3,2-dioxaphosphepine oxide and sulfide are characterized by solution equlibria involving two chair-like (C) conformers e-C ⇄ a-C, which are shifted in favor of the e-C form; in the case of an equatorial orientation of the methoxy group equilibrium involves the gauche and anti rotamers, while in the case of an axial orientation (of the methoxy group) the gauche rotamer of the methyl group relative to P=O or P=S bond is stabilized. The presence of a twist conformer in the case of the oxide cannot be precluded from consideration.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
Literature cited
T. Sato and K. Goto, J. Chem. Soc., Chem. Commun., 494 (1973).
B. A. Arbuzov, R. A. Kadyrov, R. P. Arshinova, et al., Izv. Akad. Nauk SSSR, Ser. Khim., 1762 (1985).
A. G. Guimaraes, J. B. Robert, C. Taieb, and J. Tabony, J. Org. Magn. Reson.,11, 411 (1978).
B. A. Arbuzov, R. A. Kadyrov, R. P. Arshinova, et al., Zh. Obshch. Khim.,55, 1975 (1985).
P. Van Nuffel, C. Van Alsenoy, A. T. H. Lenstra, and H. J. Geise, J. Mol. Struct.,125, 1 (1984).
A. Grand and J. B. Robert, Acta Crystallogr.,B34, 199 (1978).
B. A. Arbuzov, R. P. Arshinova, Yu. M. Mareev, et al., Izv. Akad. Nauk SSSR, Ser. Khim., 665 (1974).
Author information
Authors and Affiliations
Additional information
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 9, pp. 2022–2027, September, 1988.
Rights and permissions
About this article
Cite this article
Gnevashev, S.G., Arshinova, R.P. & Arbuzov, B.A. Three-dimensional structure of phosphorus-containing heterocycles. 48. 2-methoxy-5,6-benz-1,3,2-dioxaphosphepine oxide and sulfide. Russ Chem Bull 37, 1810–1814 (1988). https://doi.org/10.1007/BF00962494
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00962494