The reaction of dithiadiphosphetane disulfides with dienes, alkenes and thioaldehydes

Abstract

Ferrocenyl dithiadiphosphetane disulfide behaves as RPS₂ in simple cycloaddition reactions. Reactions with norbornadiene, norbornene and hexamethyl dewar benzene all give rise to fused 4-membered C₂PS ring compounds. Reaction with 2,3-dimethylbutadiene gave a simple Diels–Alder adduct which undergoes further reaction with BuLi and RX to yield FcP(S)(SR)(C₆H₉) (R = CH₂Ph, o-MeC₆H₄CH₂, 2,4-dinitrophenyl). A trithiaphosphorinane was obtained when Fc₂P₂S₄ was reacted with benzaldehyde or trimethylacetaldehyde. Reaction of Fc₂P₂S₄ with PhCH₂N CHPh gave a dithiophospholane and a thiazadiphosphetane disulfide. The new compounds have been characterised spectroscopically with illustrative examples having been studied by X-ray crystallography.