Self-assembly of a water-soluble [2]rotaxane with carbohydrate stoppers

A [2]rotaxane self-assembles spontaneously by ‘slippage’ in D 2O during one week at room temperature when a dumbbell-shaped compound, containing a hydroquinone ring recognition site and terminated by β-D-glucopyranose units, is mixed with cyclobis(paraquat- p-phenylene) tetrachloride. A [2]rotaxane...

Full description

Saved in:
Bibliographic Details
Published in:Tetrahedron letters 1997-08, Vol.38 (32), p.5691-5694
Main Authors: Ashton, Peter R, Everitt, Simon R.L., Gómez-López, Marcos, Jayaraman, Narayanaswamy, Stoddart, J Fraser
Format: Article
Language:English
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:A [2]rotaxane self-assembles spontaneously by ‘slippage’ in D 2O during one week at room temperature when a dumbbell-shaped compound, containing a hydroquinone ring recognition site and terminated by β-D-glucopyranose units, is mixed with cyclobis(paraquat- p-phenylene) tetrachloride. A [2]rotaxane with benzoylated D-glucopyranose residues is obtained when the dumbbell-shaped octabenzoate serves as a template for the formation of the cyclobis(paraquat- p-phenylene) tetracation in DMF. A [2]rotaxane self-assembles spontaneously in D 2O when a dumbbell-shaped component incorporating a hydroquinone ring and terminated by glucose residues is mixed with cyclobis(paraquat- p-phenylene) tetrachloride.
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(97)01247-1