54021-41-9Relevant academic research and scientific papers
APICOPHILICITY OF THE EXOCYCLIC GROUP AND THE STRUCTURE OF 1,3,6-TRIOXA-5λ5-PHOSPHASPIRONON-7-ENES
Ragulin, V. V.,Zakharov, V. I.,Razumova, N. A.
, p. 1897 - 1902 (2007/10/02)
1.Investigation of the dynamic stereochemistry of 1,3,6-trioxa-5λ5-phosphaspironon-7-enes showed that the apicophilicity of the phenoxy group is higher than that of alkoxy groups.This leads us to suppose that in nucleophilic substitution at a 4-coordinate phosphorus atom higher permutational lability will be possessed by a 5-coordinate intermediate with a phenoxy group than by its alkoxy analog.If in this reaction inversion is observed at the phosphorus atom, then a greater extent of inversion must probably be expected in substitution by a phenoxy group. 2. 13C NMR-spectral data indicate that the regular process of permutational isomerization in the spirophosphoranes investigated includes an intermediate with D3h geometry with a diequatorial arrangement of the dioxaphospholane ring and the axial exocyclic group.This suggests that the permutational-isomerization process goes by the trigonal-twist scheme without affecting the 1,2-oxaphosphol-4-ene ring.
