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Article: A new slippage synthesis

TitleA new slippage synthesis
Authors
KeywordsCrown Ethers
Pseudorotaxanes
Self-assembly
Supramolecular chemistry
Issue Date1998
Citation
Tetrahedron Letters, 1998, v. 39, n. 31, p. 5455-5458 How to Cite?
AbstractAt elevated temperatures, the crown ether dibenzo[30]crown-10 (DB30C10) slips over the (relatively) bulky 3,5-(t-Bu)2C6H3CH2 termini of a bisammonium dication-bearing two secondary ammonium centers separated through a p-xylylene spacer-to form primarily a three-component rotaxane-like entity- stabilized by, inter alia, [N+-H···O] and [C-H···O] hydrogen bonds- that has been characterized by liquid secondary ion (LSI) mass spectrometry (in the 'gas phase'), 1H NMR spectroscopy (in solution) and X-ray crystallography (in the solid state). However, this species equilibrates, in solution, with the free DB30C10 macrocycle and its two-component rotaxane- like congener, a result that demonstrates that the products obtained from the slippage synthesis are pseudorotaxanes.
Persistent Identifierhttp://hdl.handle.net/10722/332443
ISSN
2023 Impact Factor: 1.5
2023 SCImago Journal Rankings: 0.323
ISI Accession Number ID

 

DC FieldValueLanguage
dc.contributor.authorAshton, Peter R.-
dc.contributor.authorFyfe, Matthew C.T.-
dc.contributor.authorSchiavo, Cesare-
dc.contributor.authorStoddart, J. Fraser-
dc.contributor.authorWhite, Andrew J.P.-
dc.contributor.authorWilliams, David J.-
dc.date.accessioned2023-10-06T05:11:32Z-
dc.date.available2023-10-06T05:11:32Z-
dc.date.issued1998-
dc.identifier.citationTetrahedron Letters, 1998, v. 39, n. 31, p. 5455-5458-
dc.identifier.issn0040-4039-
dc.identifier.urihttp://hdl.handle.net/10722/332443-
dc.description.abstractAt elevated temperatures, the crown ether dibenzo[30]crown-10 (DB30C10) slips over the (relatively) bulky 3,5-(t-Bu)2C6H3CH2 termini of a bisammonium dication-bearing two secondary ammonium centers separated through a p-xylylene spacer-to form primarily a three-component rotaxane-like entity- stabilized by, inter alia, [N+-H···O] and [C-H···O] hydrogen bonds- that has been characterized by liquid secondary ion (LSI) mass spectrometry (in the 'gas phase'), 1H NMR spectroscopy (in solution) and X-ray crystallography (in the solid state). However, this species equilibrates, in solution, with the free DB30C10 macrocycle and its two-component rotaxane- like congener, a result that demonstrates that the products obtained from the slippage synthesis are pseudorotaxanes.-
dc.languageeng-
dc.relation.ispartofTetrahedron Letters-
dc.subjectCrown Ethers-
dc.subjectPseudorotaxanes-
dc.subjectSelf-assembly-
dc.subjectSupramolecular chemistry-
dc.titleA new slippage synthesis-
dc.typeArticle-
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1016/S0040-4039(98)01071-5-
dc.identifier.scopuseid_2-s2.0-0032581523-
dc.identifier.volume39-
dc.identifier.issue31-
dc.identifier.spage5455-
dc.identifier.epage5458-
dc.identifier.isiWOS:000074831700002-

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