Reactivite carbanionique de l'enchainement PV-CH2-CH2-S-. Application a la synthese d'un nouveau type de coordinats phosphoryles tetradentes

Article abstract of DOI:10.1139/v82-126

The tert-butyllithium metallation of compounds containing the group P^V-CH2-CH2-SR proceeds by elimination of the group SR (R = H, CH3) followed by addition of tert-BuLi.Application of this addition-elimination reaction to functionalized phosphine-oxides Φ2P(O)CH2Z (Z = CN, COOEt) leads to the synthesis of γ-diphosphorylated compounds.These dissociate in basic medium following a mechanism which is the reverse of their formation as shown by treatment of the reaction mixture with p-chlorobenzaldehyde to give ethyl p-chlorocinnamate.