The reaction of dithiadiphosphetane disulfides with dienes, alkenes and thioaldehydes

M. R. S. Foreman, Alexandra Martha Zoya Slawin, John Derek Woollins

Research output: Contribution to journalArticlepeer-review

30 Citations (Scopus)

Abstract

Ferrocenyl dithiadiphosphetane disulfide behaves as RPS2 in simple cycloaddition reactions. Reactions with norbornadiene, norbornene and hexamethyl dewar benzene ail 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 Fc(2)P(2)S(4) was reacted with benzaldehyde or trimethylacetaldehyde. Reaction of Fc(2)P(2)S(4) 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.

Original languageEnglish
Pages (from-to)1175-1184
Number of pages10
JournalJournal of the Chemical Society, Dalton Transactions
Issue number7
DOIs
Publication statusPublished - 7 Apr 1999

Keywords

  • DIELS-ALDER REACTION
  • THIOKETONES
  • 2,4-DISULFIDE
  • DERIVATIVES
  • MOLECULES
  • REAGENTS

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