SYNTHESE, STRUCTURE ET REACTIVITE D'ORGANYLOXY BICYCLOPHOSPHORANES A LIAISON P[sbnd]H

Abstract

The study of the stereochemistry and the reactivity of ten organyloxy bicyclophosphoranes bearing P-H bond of type (IV) reveals a close similarity with those of the previously investigated organyl bicyclophosphoranes (11). The facile addition of compounds 1 and 2 to several multiple bonds allows the preparation of new bicyclophosphoranic species.

Syntheses, Characterization and Reactivity of Dibenzobicyclic Phosphoranes 10-P-5

“…6 which slowly disappears and another at + 18.1 which is the final product of the controlled hydrolysis. Both signals correspond to that occasionally observed at the different spectra of the phosphoranes reported here.…”

“…The signal at -39. 6 ppm was assigned to the phosphoranic acid 18 (Figure 7), because its chemical shift is similar to that of compound …”

Investigation of the Asymmetric Addition Reactions Induced by Pentacoordinated Hydrospirophosphorane Substrate

“…Because the tetraoxyspirophosphoranes are unstable and can undergo the phosphite–phosphorane tautomeric equilibrium, the addition products are often transformed to tetracoordinated phosphite. Furthermore, Houalla’s group studied the addition reaction of aldehydes and imine with condensed bicyclophosphoranes with a P–H bond, and new bicyclophosphoranic species were obtained . Prishchenko’s group also synthesized new phosphoranes with aminomethyl fragments via smooth addition of tetraoxyspirophosphoranes to enamines, and the reaction mechanism through a tricoordinated intermediate was proposed .…”

Synthesis and Characterization of Alkoxy Spirophosphoranes Prepared from Hydrospirophosphoranes and Sodium Alcoholates

“…To further understand the reaction processes of pentacoordinate phosphorus compounds, some stable models have been designed. Hydrospirophosphorane (HSP), which has enough chemical activity to be precursor for organic synthesis, is a special model of pentacoordinate phosphorus compound containing a P–H bond . In the field of pentacoordinate phosphorus chemistry, it was considered that the synthesis of pentacoordinate phosphorus compounds as precursors has an extremely position in the field of phosphorus chemistry and remains to be developed in the future .…”