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Cooperative assembly of discrete stacked aggregates driven by supramolecular host-guest complexation

dc.contributor.authorBasílio, Nuno
dc.contributor.authorPiñeiro, Ángel
dc.contributor.authorSilva, José P. da
dc.contributor.authorGarcía-Río, Luís
dc.date.accessioned2015-06-22T14:13:49Z
dc.date.available2015-06-22T14:13:49Z
dc.date.issued2013
dc.description.abstractp-Sulfonatocalix[4]arene (SC4) interacts with the aromatic dye crystal violet (CV) to form complexes with stoichiometries ranging from SC4:CV = 1:1 up to 1:5 both in solution and in the gas phase. While the 1:1 complex is of the inclusion type, as frequently observed for other guests, in the higher-order complexes the CV molecules interact with SC4 in a peripheral manner. The formation of such complexes is driven by ionic interactions established between the dye and the calixarene and by CV-CV stacking interactions. The application of an advanced fitting procedure made possible a quantitative analysis of the UV-vis data and allowed the determination of the stepwise binding constants. This unprecedented approach provides evidence that the formation of the highest-order complexes occurs through a cooperative mechanism. Moreover, the development of a quantitative analytical model enables the possibility of using this type of system for water-soluble sensing assays, as is also exemplified in the present work. © 2013 American Chemical Society.
dc.identifier.doihttps://dx.doi.org/10.1021/jo401307c
dc.identifier.issn0022-3263
dc.identifier.urihttp://hdl.handle.net/10400.1/6556
dc.language.isoeng
dc.peerreviewedyes
dc.publisherAmerican Chemical Society
dc.relation.isbasedonP-008-EC1
dc.titleCooperative assembly of discrete stacked aggregates driven by supramolecular host-guest complexation
dc.typejournal article
dspace.entity.typePublication
oaire.citation.endPage9119
oaire.citation.startPage9113
oaire.citation.titleJournal of Organic Chemistry
oaire.citation.volume78
person.familyNameSilva
person.givenNameJosé Paulo da
person.identifier.ciencia-id3413-C4F4-73F7
person.identifier.orcid0000-0002-6458-7328
person.identifier.ridA-4606-2008
person.identifier.scopus-author-id7201733236
rcaap.rightsrestrictedAccess
rcaap.typearticle
relation.isAuthorOfPublicatione2004fa2-a47d-44b0-b11c-fc95fe51cbf9
relation.isAuthorOfPublication.latestForDiscoverye2004fa2-a47d-44b0-b11c-fc95fe51cbf9

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