Wittig reactions on phosphonium-stoppered [2]rotaxanes. A new route to macromolecular daisy chains?

Stuart J. Rowan, Stuart J. Cantrill, J. Fraser Stoddart

Research output: Contribution to journalArticle

Abstract

An approach to the synthesis of a rotaxane that relies upon the supramolecular hydrogen bonding-assistance inherent in the recognition between an appropriately-functionalized secondary dibenzyl-ammonium cation and the cavity of a crown ether is described. It is discovered that this rotaxane undergoes covalent modification when subjected to a Wittig reaction. Furthermore, by utilizing hydrogen bonding to assemble rotaxane which contains an aldehyde function on the crown ether component, a monomer have been prepared that undergoes cyclization under dilute conditions to form dimeric macrocyclic `daisy chain' compounds.

Original languageEnglish
Pages (from-to)1119-1120
Number of pages2
JournalUnknown Journal
Volume40
Issue number2
Publication statusPublished - 1999 Aug
Externally publishedYes

ASJC Scopus subject areas

  • Polymers and Plastics

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  • Cite this

    Rowan, S. J., Cantrill, S. J., & Fraser Stoddart, J. (1999). Wittig reactions on phosphonium-stoppered [2]rotaxanes. A new route to macromolecular daisy chains? Unknown Journal, 40(2), 1119-1120.