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 language||English (US)|
|Number of pages||2|
|Journal||American Chemical Society, Polymer Preprints, Division of Polymer Chemistry|
|State||Published - Aug 1999|
ASJC Scopus subject areas
- Polymers and Plastics