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Article: Rotaxane or pseudorotaxane? That is the question!

TitleRotaxane or pseudorotaxane? That is the question!
Authors
Issue Date1998
Citation
Journal of the American Chemical Society, 1998, v. 120, n. 10, p. 2297-2307 How to Cite?
AbstractA series of secondary dialkylammonium ions (RCH2)2NH2+ have been prepared, and their binding properties toward the macrocyclic polyether dibenzo[24]crown-8 (DB24C8) evaluated. By using this information, a route to a kinetically stable rotaxane-like entity - stabilized by noncovalent bonding interactions between the DB24C8 macroring and the ammonium center - was established, in which the crown ether slips over a dialkylammonium ion's stopper groups (R). However, we have found that the kinetic stability of this rotaxane-like entity is extremely dependent on the nature of the solvent in which it is dissolved, suggesting that pseudorotaxanes lie in the fuzzy domain between two sets of extremes, wherein a beadlike macrocycle and a dumbbell-like component may either (1) exist as a rotaxane or (2) be completely disassociated from one another.
Persistent Identifierhttp://hdl.handle.net/10722/333659
ISSN
2023 Impact Factor: 14.4
2023 SCImago Journal Rankings: 5.489
ISI Accession Number ID

 

DC FieldValueLanguage
dc.contributor.authorAshton, Peter R.-
dc.contributor.authorBaxter, Ian-
dc.contributor.authorFyfe, Matthew C.T.-
dc.contributor.authorRaymo, Françisco M.-
dc.contributor.authorSpencer, Neil-
dc.contributor.authorStoddart, J. Fraser-
dc.contributor.authorWhite, Andrew J.P.-
dc.contributor.authorWilliams, David J.-
dc.date.accessioned2023-10-06T05:21:22Z-
dc.date.available2023-10-06T05:21:22Z-
dc.date.issued1998-
dc.identifier.citationJournal of the American Chemical Society, 1998, v. 120, n. 10, p. 2297-2307-
dc.identifier.issn0002-7863-
dc.identifier.urihttp://hdl.handle.net/10722/333659-
dc.description.abstractA series of secondary dialkylammonium ions (RCH2)2NH2+ have been prepared, and their binding properties toward the macrocyclic polyether dibenzo[24]crown-8 (DB24C8) evaluated. By using this information, a route to a kinetically stable rotaxane-like entity - stabilized by noncovalent bonding interactions between the DB24C8 macroring and the ammonium center - was established, in which the crown ether slips over a dialkylammonium ion's stopper groups (R). However, we have found that the kinetic stability of this rotaxane-like entity is extremely dependent on the nature of the solvent in which it is dissolved, suggesting that pseudorotaxanes lie in the fuzzy domain between two sets of extremes, wherein a beadlike macrocycle and a dumbbell-like component may either (1) exist as a rotaxane or (2) be completely disassociated from one another.-
dc.languageeng-
dc.relation.ispartofJournal of the American Chemical Society-
dc.titleRotaxane or pseudorotaxane? That is the question!-
dc.typeArticle-
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1021/ja9731276-
dc.identifier.scopuseid_2-s2.0-0032542743-
dc.identifier.volume120-
dc.identifier.issue10-
dc.identifier.spage2297-
dc.identifier.epage2307-
dc.identifier.isiWOS:000072624500011-

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