Reactions of strained hydrocarbons with alkene and alkyne metathesis catalysts

Matthew Carnes, Daniela Buccella, Theo Siegrist, Michael Steigerwald, Colin Nuckolls

Research output: Contribution to journalArticle

Abstract

Here we describe the metathesis reactions of a strained eight-membered ring that contains both alkene and alkyne functionality. We find that the alkyne metathesis catalyst produces polymer through a ring-opening alkyne metathesis reaction that is driven by the strain release from the monomer. The strained monomer provides unusual reactivity with ruthenium-based alkene metathesis catalysts. We isolate a discrete trimeric species-a Dewar benzene derivative that is locked in this form through an unsaturated cyclophane strap.

Original languageEnglish (US)
Pages (from-to)14078-14079
Number of pages2
JournalJournal of the American Chemical Society
Volume130
Issue number43
DOIs
StatePublished - Oct 29 2008

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Alkynes
Alkenes
Hydrocarbons
Olefins
Monomers
Dewars
Catalysts
Benzene Derivatives
Ruthenium
Benzene
Derivatives
Polymers

ASJC Scopus subject areas

  • Biochemistry
  • Catalysis
  • Colloid and Surface Chemistry
  • Chemistry(all)

Cite this

Reactions of strained hydrocarbons with alkene and alkyne metathesis catalysts. / Carnes, Matthew; Buccella, Daniela; Siegrist, Theo; Steigerwald, Michael; Nuckolls, Colin.

In: Journal of the American Chemical Society, Vol. 130, No. 43, 29.10.2008, p. 14078-14079.

Research output: Contribution to journalArticle

Carnes, Matthew ; Buccella, Daniela ; Siegrist, Theo ; Steigerwald, Michael ; Nuckolls, Colin. / Reactions of strained hydrocarbons with alkene and alkyne metathesis catalysts. In: Journal of the American Chemical Society. 2008 ; Vol. 130, No. 43. pp. 14078-14079.
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