Construction of extended and polymeric 1,3-dithiolane and tetrathiafulvalene derivatives using cycloaddition of Bun3P•CS2

R Alan Aitken, L Hill, T Massil

Research output: Contribution to journalArticlepeer-review

3 Citations (Scopus)

Abstract

Cycloaddition of the adduct between Bu(3)(II)P and CS2 to strained double bonds such as in norbornene gives novel zwitterionic products such as 5. This dissociates to the ylide 4 so that carrying out the reaction in the presence of an aldehyde leads to a Wittig reaction to give 2-alkylidene-1,3-dithiolanes, The compound 5 reacts with acetylenic dipolarophiles by cycloaddition accompanied by loss of Bu(3)(II)P to give dihydro-TTF derivatives, Both these reaction types also occur for norbornadiene and by using this together with dialdehydes or diacetylenes a range of new sulfur-rich extended and polymeric structures have been obtained.

Original languageEnglish
Pages (from-to)593-596
Number of pages4
JournalPhosphorus, Sulfur, and Silicon and the Related Elements
Volume109
Issue number1-4
DOIs
Publication statusPublished - 1996

Keywords

  • ELECTRON-DEFICIENT ALKYNES
  • BUN3P.CS2
  • ADDUCTS

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