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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Published inOrganic letters Vol. 2; no. 19; pp. 2943 - 2946
Main Authors Chang, Theresa, Heiss, Aaron M, Cantrill, Stuart J, Fyfe, Matthew C. T, Pease, Anthony R, Rowan, Stuart J, Stoddart, J. Fraser, Williams, David J
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 21.09.2000
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
CATENANE
MOTION
RINGS
TRANSITION-METAL
COMPLEXES
CROWN-ETHERS
PSEUDOROTAXANES
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Summary: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.
Bibliography:ObjectType-Article-1
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ISSN:1523-7060
1523-7052
DOI:10.1021/ol006187g