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Three-dimensional structures of phosphorus-containing heterocycles. Communication 34. 2-Phenoxy-2-oxo-1,3,2-oxathiaphosphorinanes
Authors:B. A. Arbuzov  R. P. Arshinova  O. V. Ovodova  O. I. Danilova  O. N. Nuretdinova  Yu. Yu. Samitov
Affiliation:(1) A. M. Butlerov Chemical Institute, V. I. Ul'yanov-Lenin Kazan State University, USSR;(2) A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Branch, Academy of Sciences of the USSR, USSR
Abstract:Conclusions According to the data from the1H NMR spectra, the dipole moments, and the Kerr effect, the preferred conformation of 2-aroxy-2-oxy-1,3,2-oxathiaphosphorinanes is a chair conformation with an axial orientation of the aroxy grouping and a gauche orientation of the aryl group relative to the P=O bond on the side of the cyclic oxygen atom. In the investigated compounds the p-pgr conjugation is disrupted, as evidenced by the orthogonal orientation of the unshared pair of p electrons of the exocyclic oxygen atom and the pgr orbitals of the benzene ring.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 3, pp. 570–575, March, 1985.
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