Translational isomerism in a [3]catenane and a [3]rotaxane

Sheng Hsien Chiu; Arkadij M. Elizarov; Peter T. Glink; J. Fraser Stoddart

doi:10.1021/ol026464e

Translational isomerism in a [3]catenane and a [3]rotaxane

Sheng Hsien Chiu, Arkadij M. Elizarov, Peter T. Glink, J. Fraser Stoddart^*

^*Corresponding author for this work

Chemistry

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

38 Scopus citations

Abstract

(graph presented) Post-assembly covalent modification using Wittig chemistry of [2]rotaxane ylides, wherein NH₂⁺ centers in the dumbbell-shaped components are recognized by dibenzo[24]crown-8 (DB24C8) rings, has afforded a [3]catenane and a [3]rotaxane with a precise and synthetically prescribed shortage of DB24C8 rings. The nondegenerate pairs of translational isomers present in both of these interlocked molecular compounds provide the fundamental platform on which to construct sensory devices and nanochemomechanical systems.

Original language	English (US)
Pages (from-to)	3561-3564
Number of pages	4
Journal	Organic Letters
Volume	4
Issue number	21
DOIs	https://doi.org/10.1021/ol026464e
State	Published - Oct 17 2002

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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abstract = "(graph presented) Post-assembly covalent modification using Wittig chemistry of [2]rotaxane ylides, wherein NH2+ centers in the dumbbell-shaped components are recognized by dibenzo[24]crown-8 (DB24C8) rings, has afforded a [3]catenane and a [3]rotaxane with a precise and synthetically prescribed shortage of DB24C8 rings. The nondegenerate pairs of translational isomers present in both of these interlocked molecular compounds provide the fundamental platform on which to construct sensory devices and nanochemomechanical systems.",

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AU - Chiu, Sheng Hsien

AU - Elizarov, Arkadij M.

AU - Glink, Peter T.

AU - Stoddart, J. Fraser

PY - 2002/10/17

Y1 - 2002/10/17

N2 - (graph presented) Post-assembly covalent modification using Wittig chemistry of [2]rotaxane ylides, wherein NH2+ centers in the dumbbell-shaped components are recognized by dibenzo[24]crown-8 (DB24C8) rings, has afforded a [3]catenane and a [3]rotaxane with a precise and synthetically prescribed shortage of DB24C8 rings. The nondegenerate pairs of translational isomers present in both of these interlocked molecular compounds provide the fundamental platform on which to construct sensory devices and nanochemomechanical systems.

AB - (graph presented) Post-assembly covalent modification using Wittig chemistry of [2]rotaxane ylides, wherein NH2+ centers in the dumbbell-shaped components are recognized by dibenzo[24]crown-8 (DB24C8) rings, has afforded a [3]catenane and a [3]rotaxane with a precise and synthetically prescribed shortage of DB24C8 rings. The nondegenerate pairs of translational isomers present in both of these interlocked molecular compounds provide the fundamental platform on which to construct sensory devices and nanochemomechanical systems.

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Translational isomerism in a [3]catenane and a [3]rotaxane

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