The design and self-assembly of a pyridine-containing [2]catenane

Peter R. Ashton; Mark A. Blower; Colin H. McLean; J Fraser Stoddart; Malcolm S. Tolley

doi:10.1055/s-1994-34979

The design and self-assembly of a pyridine-containing [2]catenane

Peter R. Ashton, Mark A. Blower, Colin H. McLean, J Fraser Stoddart^*, Malcolm S. Tolley

^*Corresponding author for this work

Chemistry

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6 Scopus citations

Abstract

A bispyridine-containing crown ether (6) has been incorporated, along with bis(paraquat-p-phenylene), into a [2]catenane 3.4PF ₆ using a self-assembly approach. The incorporation of pyridine units allows one of the noncovalent interactions-hydrogen bonding-that determines (i) the efficiency of the template-directed synthesis and (ii) the dynamic properties of the [2]catenane, to be assessed for its relative importance as a recognition feature during and after the formation of 3.4PF ₆ . The pyridine-containing [2]catenane has also been used, for the first time, to determine the activation barrier to a previously predicted, yet unobserved, site-exchange process-'rocking'-within the [2]catenane structures in the solution state.

Original language	English (US)
Pages (from-to)	1063-1066
Number of pages	4
Journal	Synlett
Volume	1994
Issue number	12
DOIs	https://doi.org/10.1055/s-1994-34979
State	Published - Dec 1994

ASJC Scopus subject areas

Organic Chemistry

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title = "The design and self-assembly of a pyridine-containing [2]catenane",

abstract = " A bispyridine-containing crown ether (6) has been incorporated, along with bis(paraquat-p-phenylene), into a [2]catenane 3.4PF 6 using a self-assembly approach. The incorporation of pyridine units allows one of the noncovalent interactions-hydrogen bonding-that determines (i) the efficiency of the template-directed synthesis and (ii) the dynamic properties of the [2]catenane, to be assessed for its relative importance as a recognition feature during and after the formation of 3.4PF 6 . The pyridine-containing [2]catenane has also been used, for the first time, to determine the activation barrier to a previously predicted, yet unobserved, site-exchange process-'rocking'-within the [2]catenane structures in the solution state.",

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AU - Ashton, Peter R.

AU - Blower, Mark A.

AU - McLean, Colin H.

AU - Stoddart, J Fraser

AU - Tolley, Malcolm S.

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N2 - A bispyridine-containing crown ether (6) has been incorporated, along with bis(paraquat-p-phenylene), into a [2]catenane 3.4PF 6 using a self-assembly approach. The incorporation of pyridine units allows one of the noncovalent interactions-hydrogen bonding-that determines (i) the efficiency of the template-directed synthesis and (ii) the dynamic properties of the [2]catenane, to be assessed for its relative importance as a recognition feature during and after the formation of 3.4PF 6 . The pyridine-containing [2]catenane has also been used, for the first time, to determine the activation barrier to a previously predicted, yet unobserved, site-exchange process-'rocking'-within the [2]catenane structures in the solution state.

AB - A bispyridine-containing crown ether (6) has been incorporated, along with bis(paraquat-p-phenylene), into a [2]catenane 3.4PF 6 using a self-assembly approach. The incorporation of pyridine units allows one of the noncovalent interactions-hydrogen bonding-that determines (i) the efficiency of the template-directed synthesis and (ii) the dynamic properties of the [2]catenane, to be assessed for its relative importance as a recognition feature during and after the formation of 3.4PF 6 . The pyridine-containing [2]catenane has also been used, for the first time, to determine the activation barrier to a previously predicted, yet unobserved, site-exchange process-'rocking'-within the [2]catenane structures in the solution state.

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The design and self-assembly of a pyridine-containing [2]catenane

Abstract

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