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

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

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

30 Citations (Scopus)

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
Pages (from-to)	2943-2946
Number of pages	4
Journal	Organic Letters
Volume	2
Issue number	19
Publication status	Published - 2000 Sept 21
Externally published	Yes

ASJC Scopus subject areas

Molecular Medicine

Cite this

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title = "Toward interlocked molecules beyond catenanes and rotaxanes",

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.",

author = "Theresa Chang and Heiss, {Aaron M.} and Cantrill, {Stuart J.} and Fyfe, {Matthew C T} and Pease, {Anthony R.} and Rowan, {Stuart J.} and Stoddart, {J. Fraser} and Williams, {David J.}",

year = "2000",

month = sep,

day = "21",

language = "English",

volume = "2",

pages = "2943--2946",

journal = "Organic Letters",

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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

N2 - 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.

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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ER -

Toward interlocked molecules beyond catenanes and rotaxanes

Abstract

ASJC Scopus subject areas

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