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

Peter R. Ashton; Simon R L Everitt; Marcos Gómez-López; Narayanaswamy Jayaraman; J. Fraser Stoddart

doi:10.1016/S0040-4039(97)01247-1

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

Peter R. Ashton^*, Simon R L Everitt, Marcos Gómez-López, Narayanaswamy Jayaraman, J. Fraser Stoddart

^*Corresponding author for this work

Chemistry

Research output: Contribution to journal › Article › peer-review

29 Scopus citations

Abstract

A [2]rotaxane self-assembles spontaneously by 'slippage' in D₂O during one week at room temperature when a dumbbell-shaped compound, containing a hydroquinone ring recognition site and terminated by P-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.

Original language	English (US)
Pages (from-to)	5691-5694
Number of pages	4
Journal	Tetrahedron Letters
Volume	38
Issue number	32
DOIs	https://doi.org/10.1016/S0040-4039(97)01247-1
State	Published - Aug 1997

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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title = "Self-assembly of a water-soluble [2]rotaxane with carbohydrate stoppers",

abstract = "A [2]rotaxane self-assembles spontaneously by 'slippage' in D2O during one week at room temperature when a dumbbell-shaped compound, containing a hydroquinone ring recognition site and terminated by P-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.",

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T1 - Self-assembly of a water-soluble [2]rotaxane with carbohydrate stoppers

AU - Ashton, Peter R.

AU - Everitt, Simon R L

AU - Gómez-López, Marcos

AU - Jayaraman, Narayanaswamy

AU - Stoddart, J. Fraser

PY - 1997/8

Y1 - 1997/8

N2 - A [2]rotaxane self-assembles spontaneously by 'slippage' in D2O during one week at room temperature when a dumbbell-shaped compound, containing a hydroquinone ring recognition site and terminated by P-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.

AB - A [2]rotaxane self-assembles spontaneously by 'slippage' in D2O during one week at room temperature when a dumbbell-shaped compound, containing a hydroquinone ring recognition site and terminated by P-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.

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EP - 5694

JO - Tetrahedron Letters

JF - Tetrahedron Letters

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ER -

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

Abstract

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