Magic ring catenation by olefin metathesis

Erin N. Guidry, Stuart J. Cantrill, J. Fraser Stoddart*, Robert H. Grubbs

*Corresponding author for this work

Research output: Contribution to journalArticle

121 Scopus citations

Abstract

(Chemical Equation Presented) Olefin metathesis has been employed in the efficient syntheses of a [2]catenane with the temptation being provided by the recognition between a secondary ammonium ion and a crown ether. In one approach, a crown ether precursor has been clipped around an NH2+ center situated in a macrocyclic ring, yielding the mechanically interlocked compound. In the other approach, the reversible nature of olefin metathesis allows for a magic ring synthesis to occur wherein two free macrocycles can be employed as the stationary materials, leading to the formation of the same [2]catenane.

Original languageEnglish (US)
Pages (from-to)2129-2132
Number of pages4
JournalOrganic Letters
Volume7
Issue number11
DOIs
StatePublished - May 26 2005

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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    Guidry, E. N., Cantrill, S. J., Stoddart, J. F., & Grubbs, R. H. (2005). Magic ring catenation by olefin metathesis. Organic Letters, 7(11), 2129-2132. https://doi.org/10.1021/ol050463f