15935-94-1

Allylidenetriphenylphosphorane is used as a wittig reagent for 1,3-diene synthesis and Michael addition reaction.

Allylidenetriphenylphosphorane is generally prepared from Allyltriphenylphosphonium Bromide or chloride by treatment with n-Butyllithium or Phenyllithium. Structurally related analogs have been prepared by the similar methods: 2-butenylidenetriphenylphosphorane; 3-methyl-2- butenylidenetriphenylphosphorane; (E)-2-octenylidenetriphenylphosphorane; (E)- pentadienylidenetriphenylphosphorane; (E)-2,4-hexadienylidenetriphenylphosphorane; 2- alkynylidenetriphenylphosphorane; allylidenetributylphosphorane. γ-Alkyl-substituted allylidenetriphenylphosphorane can be also obtained by the reaction of diisobutylaluminum alkylideneamide with methylidenetriphenylphosphorane.

Allylidenetriphenylphosphorane must be prepared and transferred under inert gas (Ar or N2) to exclude oxygen and moisture.