On the behaviour of dimethyl acetylenedicarboxylate in carbonylation and Khand reactions

R. John Baxter, Graham R. Knox, Peter L. Pauson, Mark D. Spicer*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

4 Citations (Scopus)

Abstract

Dimethyl acetylenedicarboxylate (DMAD) has been used as the alkyne component in the Khand reaction with norbornene under both thermal and N-oxide promoted conditions. Its thermolysis under CO pressure has also been reinvestigated and the structure of one of the trinuclear rearrangement products, MeO2C·CH2CCo3(CO)9, confirmed by X-ray crystallography; (MeOOC)2CHCH(COOMe)2 is the principal metal-free product from this reaction. Methyl but-2-ynoate undergoes similar rearrangement yielding MeO2C·CHMe·CCo3(CO)9.

Original languageEnglish
Pages (from-to)90-96
Number of pages7
JournalJournal of Organometallic Chemistry
Volume579
Issue number1-2
DOIs
Publication statusPublished - 5 May 1999
Externally publishedYes

Keywords

  • Carbonylation
  • Cobalt carbonyl
  • Dimethyl acetylenedicarboxylate
  • Khand reaction
  • Norbornene

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry
  • Materials Chemistry

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