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Switching properties of a spiropyran-cucurbit[7]uril supramolecular assembly: usefulness of the anchor approach

dc.contributor.authorNilsson, Jesper R.
dc.contributor.authorCarvalho, Cátia Parente
dc.contributor.authorLi, Shiming
dc.contributor.authorSilva, José P. da
dc.contributor.authorAndreasson, Joakim
dc.contributor.authorPischel, Uwe
dc.date.accessioned2015-06-22T14:13:49Z
dc.date.available2015-06-22T14:13:49Z
dc.date.issued2012
dc.description.abstractA nitrospiropyran, which was modified with a cadaverine-derived anchor, was investigated with respect to its thermally induced isomerizations, hydrolytic stability of the merocyanine form, and photochromic ring closure. The hostguest complexation of the anchor by the cucurbit[7]uril macrocycle, evidenced by absorption titration, NMR spectroscopy, and electrospray ionization mass spectrometry, produced significant improvements of the switching properties of the photochrome: 1) appearance of the merocyanine form about 70 times faster, 2) practically unlimited hydrolytic stability of the merocyanine (two and a half days without any measureable decay), and 3) fast, clean, and fatigue-resistant photoinduced ring closure back to the spiro form. The importance of an adequate molecular design of the anchor was demonstrated by including control experiments with spiropyrans with a shorter linker or without such structural asset.
dc.identifier.doihttps://dx.doi.org/10.1002/cphc.201200468
dc.identifier.issn1439-4235
dc.identifier.urihttp://hdl.handle.net/10400.1/6557
dc.language.isoeng
dc.peerreviewedyes
dc.publisherWiley-VCH Verlag
dc.relationPhotochromic Systems for Solid State Molecular Electronic Devices and Light-Activated Cancer Drugs.
dc.relation.isbasedonP-002-3EX
dc.titleSwitching properties of a spiropyran-cucurbit[7]uril supramolecular assembly: usefulness of the anchor approach
dc.typejournal article
dspace.entity.typePublication
oaire.awardTitlePhotochromic Systems for Solid State Molecular Electronic Devices and Light-Activated Cancer Drugs.
oaire.awardURIinfo:eu-repo/grantAgreement/EC/FP7/203952/EU
oaire.citation.endPage3699
oaire.citation.startPage3691
oaire.citation.titleChemPhysChem
oaire.citation.volume13
oaire.fundingStreamFP7
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
project.funder.identifierhttp://doi.org/10.13039/501100008530
project.funder.nameEuropean Commission
rcaap.rightsrestrictedAccess
rcaap.typearticle
relation.isAuthorOfPublicatione2004fa2-a47d-44b0-b11c-fc95fe51cbf9
relation.isAuthorOfPublication.latestForDiscoverye2004fa2-a47d-44b0-b11c-fc95fe51cbf9
relation.isProjectOfPublication8b6ba48e-aa94-4bb1-8202-0452a93d6c97
relation.isProjectOfPublication.latestForDiscovery8b6ba48e-aa94-4bb1-8202-0452a93d6c97

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