Toward Interlocked Molecules beyond Catenanes and Rotaxanes

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, respecti...

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Veröffentlicht in:Organic letters 2000-09, Vol.2 (19), p.2943-2946
Hauptverfasser: Chang, Theresa, Heiss, Aaron M, Cantrill, Stuart J, Fyfe, Matthew C. T, Pease, Anthony R, Rowan, Stuart J, Stoddart, J. Fraser, Williams, David J
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container_end_page 2946
container_issue 19
container_start_page 2943
container_title Organic letters
container_volume 2
creator Chang, Theresa
Heiss, Aaron M
Cantrill, Stuart J
Fyfe, Matthew C. T
Pease, Anthony R
Rowan, Stuart J
Stoddart, J. Fraser
Williams, David J
description 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.
doi_str_mv 10.1021/ol006187g
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title Toward Interlocked Molecules beyond Catenanes and Rotaxanes
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