Formation, Reactivity and Decomposition of Aryl Phospha-Enolates.

ABSTRACT: Two lithium phospha-enolates [RP=C(Siⁱ Pr₃ )OLi]₂ were prepared by reaction of triisopropyl silyl phosphaethynolate, ⁱ Pr₃ SiPCO, with aryl lithium reagents LiR (R=Mes: 1,3,5-trimethyl phenyl; or Mes*: 1,3,5,-tri-tertbutyl phenyl). Monomer/dimer aggregation of the enolates can be modulated by addition of 12-crown-4. Substitution of lithium for a heavier alkali metal was achieved through initial formation of a silyl enol ether, followed by reaction with KO^t Bu to form the corresponding potassium phospha-enolate [MesP=C(Siⁱ Pr₃ )OK]₂ . On addition of water, the enolates are protonated to afford RP=C(Siⁱ Pr₃ )(OH). For the sterically less demanding system (R=Mes), this phos

SUBMITTER: Urwin SJ 

PROVIDER: S-EPMC10108052 | biostudies-literature | 2023 Feb

REPOSITORIES: biostudies-literature