Toward interlocked molecules beyond catenanes and rotaxanes

Theresa Chang; Aaron M. Heiss; Stuart J. Cantrill; Matthew C T Fyfe; Anthony R. Pease; Stuart J. Rowan; J. Fraser Stoddart; David J. Williams

doi:10.1021/ol006187g

Toward interlocked molecules beyond catenanes and rotaxanes

Theresa Chang, Aaron M. Heiss, Stuart J. Cantrill, Matthew C T Fyfe, Anthony R. Pease, Stuart J. Rowan, J. Fraser Stoddart^*, David J. Williams

^*Corresponding author for this work

Chemistry

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

31 Scopus citations

Abstract

A linear bis secondary dialkylammonium ion-containing scaffold - based upon an anthracenyl core-has been synthesized. It has been demonstrated that it is possible to dock either one or two dibenzo[24]crown-8 (DB24C8) macrocycles onto this scaffold to afford either a [2]-or [3]pseudorotaxane, respectively. In solution, the association constants for the formation of each of these species has been quantified by employing ¹H NMR spectroscopy, and both species survive in the "gas phase" as evidenced by FAB mass spectrometry. Additionally, the X-ray crystal superstructure of the [3]pseudorotaxane has been determined.

Original language	English (US)
Pages (from-to)	2943-2946
Number of pages	4
Journal	Organic Letters
Volume	2
Issue number	19
DOIs	https://doi.org/10.1021/ol006187g
State	Published - Sep 21 2000

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol006187g

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abstract = "A linear bis secondary dialkylammonium ion-containing scaffold - based upon an anthracenyl core-has been synthesized. It has been demonstrated that it is possible to dock either one or two dibenzo[24]crown-8 (DB24C8) macrocycles onto this scaffold to afford either a [2]-or [3]pseudorotaxane, respectively. In solution, the association constants for the formation of each of these species has been quantified by employing 1H NMR spectroscopy, and both species survive in the {"}gas phase{"} as evidenced by FAB mass spectrometry. Additionally, the X-ray crystal superstructure of the [3]pseudorotaxane has been determined.",

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T1 - Toward interlocked molecules beyond catenanes and rotaxanes

AU - Chang, Theresa

AU - Heiss, Aaron M.

AU - Cantrill, Stuart J.

AU - Fyfe, Matthew C T

AU - Pease, Anthony R.

AU - Rowan, Stuart J.

AU - Stoddart, J. Fraser

AU - Williams, David J.

PY - 2000/9/21

Y1 - 2000/9/21

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AB - A linear bis secondary dialkylammonium ion-containing scaffold - based upon an anthracenyl core-has been synthesized. It has been demonstrated that it is possible to dock either one or two dibenzo[24]crown-8 (DB24C8) macrocycles onto this scaffold to afford either a [2]-or [3]pseudorotaxane, respectively. In solution, the association constants for the formation of each of these species has been quantified by employing 1H NMR spectroscopy, and both species survive in the "gas phase" as evidenced by FAB mass spectrometry. Additionally, the X-ray crystal superstructure of the [3]pseudorotaxane has been determined.

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Toward interlocked molecules beyond catenanes and rotaxanes

Abstract

ASJC Scopus subject areas

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