Vinylidene to alkyne rearrangement to form polyynes: Synthesis and photolysis of dialkynylmethylenebicyclo[4.3.1]deca-1,3,5-triene derivatives

Yoshito Tobe, Naruhito Iwasa, Rui Umeda, Motohiro Sonoda

Research output: Contribution to journalArticlepeer-review

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Abstract

Dialkynylmethylenebicyclo[4.3.1]deca-1,3,5-triene derivatives were synthesized as precursors to generate dialkynylvinylidenes by extrusion of an aromatic fragment, indane. Photolysis of the trienes gave linear polyynes as the major products produced by rearrangement of the vinylidenes, together with the isomerization products having a methylenecycloheptatriene moiety.

Original languageEnglish
Pages (from-to)5485-5488
Number of pages4
JournalTetrahedron Letters
Volume42
Issue number32
DOIs
StatePublished - 6 Aug 2001

Keywords

  • Alkynes
  • Photolysis
  • Polyynes
  • Vinylidene

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