Macrocyclic polyethers incorporating resorcinol residues as templates for cyclobis(paraquat-p-phenylene) in the self-assembly of [2]catenanes

David B. Amabilino; Peter R. Ashton; J. Fraser Stoddart

doi:10.1080/10610279508029880

Macrocyclic polyethers incorporating resorcinol residues as templates for cyclobis(paraquat-p-phenylene) in the self-assembly of [2]catenanes

David B. Amabilino, Peter R. Ashton, J. Fraser Stoddart

Chemistry

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

10 Scopus citations

Abstract

The self-assembly of [2]catenanes incorporating cyclobis(paraquat-p-phenylene) and either bis(metaphenylene)-32-crown-10 or tris(metaphenylene)-48-crown-15 has been achieved. The dynamic processes associated with the relative motions of the two rings have been studied by variable temperature ¹H NMR spectroscopy. Both [2]catenanes display rapid relative movements of the two components, associated with free energies of activation in the region 12–14 kcal mol^-1 for different processes. The resorcinol residues of the macrocyclic polyethers are bound in the cavity of the cyclophane by π-π stacking, electrostatic interactions, and T-type hydrogen bonding.

Original language	English (US)
Pages (from-to)	5-8
Number of pages	4
Journal	Supramolecular Chemistry
Volume	5
Issue number	1
DOIs	https://doi.org/10.1080/10610279508029880
State	Published - May 1 1995

Funding

We thank the Science and Engineering Research Council in the UK for the financial support of this research.

ASJC Scopus subject areas

General Chemistry

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10.1080/10610279508029880

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title = "Macrocyclic polyethers incorporating resorcinol residues as templates for cyclobis(paraquat-p-phenylene) in the self-assembly of [2]catenanes",

abstract = "The self-assembly of [2]catenanes incorporating cyclobis(paraquat-p-phenylene) and either bis(metaphenylene)-32-crown-10 or tris(metaphenylene)-48-crown-15 has been achieved. The dynamic processes associated with the relative motions of the two rings have been studied by variable temperature 1H NMR spectroscopy. Both [2]catenanes display rapid relative movements of the two components, associated with free energies of activation in the region 12–14 kcal mol-1 for different processes. The resorcinol residues of the macrocyclic polyethers are bound in the cavity of the cyclophane by π-π stacking, electrostatic interactions, and T-type hydrogen bonding.",

author = "Amabilino, {David B.} and Ashton, {Peter R.} and {Fraser Stoddart}, J.",

note = "Funding Information: We thank the Science and Engineering Research Council in the UK for the financial support of this research.",

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AU - Amabilino, David B.

AU - Ashton, Peter R.

AU - Fraser Stoddart, J.

N1 - Funding Information: We thank the Science and Engineering Research Council in the UK for the financial support of this research.

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AB - The self-assembly of [2]catenanes incorporating cyclobis(paraquat-p-phenylene) and either bis(metaphenylene)-32-crown-10 or tris(metaphenylene)-48-crown-15 has been achieved. The dynamic processes associated with the relative motions of the two rings have been studied by variable temperature 1H NMR spectroscopy. Both [2]catenanes display rapid relative movements of the two components, associated with free energies of activation in the region 12–14 kcal mol-1 for different processes. The resorcinol residues of the macrocyclic polyethers are bound in the cavity of the cyclophane by π-π stacking, electrostatic interactions, and T-type hydrogen bonding.

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Macrocyclic polyethers incorporating resorcinol residues as templates for cyclobis(paraquat-p-phenylene) in the self-assembly of [2]catenanes

Abstract

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