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Strong Emission Enhancement in pH-Responsive 2:2 Cucurbit[8]uril Complexes

dc.contributor.authorSchoder, Stefan
dc.contributor.authorSchröder, Hendrik V.
dc.contributor.authorCera, Luca
dc.contributor.authorPuttreddy, Rakesh
dc.contributor.authorGüttler, Arne
dc.contributor.authorResch-Genger, Ute
dc.contributor.authorRissanen, Kari
dc.contributor.authorSchalley, Christoph A.
dc.date.accessioned2019-03-25T11:41:07Z
dc.date.available2020-01-12T22:35:46Z
dc.date.issued2019
dc.identifier.citationSchoder, S., Schröder, H. V., Cera, L., Puttreddy, R., Güttler, A., Resch-Genger, U., Rissanen, K., & Schalley, C. A. (2019). Strong Emission Enhancement in pH-Responsive 2:2 Cucurbit[8]uril Complexes. <i>Chemistry: A European Journal</i>, <i>25</i>(13), 3257-3261. <a href="https://doi.org/10.1002/chem.201806337" target="_blank">https://doi.org/10.1002/chem.201806337</a>
dc.identifier.otherCONVID_28864585
dc.identifier.urihttps://jyx.jyu.fi/handle/123456789/63266
dc.description.abstractOrganic fluorophores, particularly stimuli-responsive molecules, are very interesting for biological and material sciences applications, but frequently limited by aggregation- and rotation-caused photoluminescence quenching. A series of easily accessible bipyridinium fluorophores, whose emission is quenched by a twisted intramolecular charge-transfer (TICT) mechanism, is reported. Encapsulation in a cucurbit[7]uril host gave a 1:1 complex exhibiting a moderate emission increase due to destabilization of the TICT state inside the apolar cucurbituril cavity. A much stronger fluorescence enhancement is observed in 2:2 complexes with the larger cucurbit[8]uril, which is caused by additional conformational restriction of rotations around the aryl/aryl bonds. Because the cucurbituril complexes are pH switchable, this system represents an efficient supramolecular ON/OFF fluorescence switch.en
dc.format.mimetypeapplication/pdf
dc.languageeng
dc.language.isoeng
dc.publisherWiley - VCH Verlag GmbH & Co. KGaA
dc.relation.ispartofseriesChemistry: A European Journal
dc.rightsIn Copyright
dc.subject.othercucurbiturils
dc.subject.otherfluorescence enhancement
dc.subject.otherhost–guest systems
dc.subject.otherintramolecular motion
dc.subject.otherBiological materials
dc.subject.otherCharge transfer
dc.subject.otherFluorophores
dc.subject.otherLuminescence
dc.titleStrong Emission Enhancement in pH-Responsive 2:2 Cucurbit[8]uril Complexes
dc.typeresearch article
dc.identifier.urnURN:NBN:fi:jyu-201903251934
dc.contributor.laitosKemian laitosfi
dc.contributor.laitosDepartment of Chemistryen
dc.contributor.oppiaineOrgaaninen kemiafi
dc.contributor.oppiaineOrganic Chemistryen
dc.type.urihttp://purl.org/eprint/type/JournalArticle
dc.date.updated2019-03-25T10:15:25Z
dc.type.coarhttp://purl.org/coar/resource_type/c_2df8fbb1
dc.description.reviewstatuspeerReviewed
dc.format.pagerange3257-3261
dc.relation.issn0947-6539
dc.relation.numberinseries13
dc.relation.volume25
dc.type.versionacceptedVersion
dc.rights.copyright© 2019 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim
dc.rights.accesslevelopenAccessfi
dc.type.publicationarticle
dc.relation.grantnumber298817
dc.subject.ysofluoresenssi
dc.subject.ysosupramolekulaarinen kemia
dc.subject.ysoluminesenssi
dc.format.contentfulltext
jyx.subject.urihttp://www.yso.fi/onto/yso/p3265
jyx.subject.urihttp://www.yso.fi/onto/yso/p37759
jyx.subject.urihttp://www.yso.fi/onto/yso/p1646
dc.rights.urlhttp://rightsstatements.org/page/InC/1.0/?language=en
dc.relation.doi10.1002/chem.201806337
dc.relation.funderSuomen Akatemiafi
dc.relation.funderResearch Council of Finlanden
jyx.fundingprogramTutkijatohtori, SAfi
jyx.fundingprogramPostdoctoral Researcher, AoFen
jyx.fundinginformationThe authors thank Felix Witte for his help with the DFT calculations. We are grateful for funding from the Deutsche Forschungsgemeinschaft (CRC 765) and the Deutsche Akademische Austauschdienst (DAAD). The authors gratefully acknowledge financial support from the Academy of Finland (R.P., grant no. 298817) and the University of Jyväskylä.
dc.type.okmA1


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