Toward daisy chain polymers: "Wittig exchange" of stoppers in [2]rotaxane monomers

Stuart J. Rowan, Stuart J. Cantrill, J. Fraser Stoddart, Andrew J P White, David J. Williams

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(figure presented) Two ammonium ion/crown ether-based [2]rotaxane monomers - each incorporating (i) a dumbbell-shaped component, possessing an exchangeable benzylic triphenylphosphonium stopper, and (ii) a ring component, bearing an aldehyde function - undergo a sequence of Wittig reactions in which the surrogate triphenylphosphonium stopper is exchanged for a ring component either (i) in the same rotaxane molecule to give cyclic daisy chains by an intramolecular, chain-terminating reaction or (ii) in another rotaxane molecule to give acyclic daisy chains by an intermolecular chain-propagating reaction.

Original languageEnglish
Pages (from-to)759-762
Number of pages4
JournalOrganic Letters
Issue number6
Publication statusPublished - 2000 Mar 23
Externally publishedYes

ASJC Scopus subject areas

  • Molecular Medicine

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    Rowan, S. J., Cantrill, S. J., Stoddart, J. F., White, A. J. P., & Williams, D. J. (2000). Toward daisy chain polymers: "Wittig exchange" of stoppers in [2]rotaxane monomers. Organic Letters, 2(6), 759-762.