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

cucurbiturils fluorescence enhancement host-guest systems intramolecular motion luminescence

Journal

Chemistry (Weinheim an der Bergstrasse, Germany)
ISSN: 1521-3765
Titre abrégé: Chemistry
Pays: Germany
ID NLM: 9513783

Informations de publication

Date de publication:
01 Mar 2019
Historique:
received: 21 12 2018
pubmed: 13 1 2019
medline: 13 1 2019
entrez: 13 1 2019
Statut: ppublish

Résumé

Organic 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.

Identifiants

pubmed: 30636021
doi: 10.1002/chem.201806337
doi:

Types de publication

Journal Article

Langues

eng

Pagination

3257-3261

Subventions

Organisme : Deutsche Forschungsgemeinschaft
ID : CRC 765
Organisme : Deutscher Akademischer Austauschdienst
ID : PPP Finnland
Organisme : Academy of Finland
ID : 298817

Informations de copyright

© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Auteurs

Stefan Schoder (S)

Institut für Chemie und Biochemie, Freie Universität Berlin, Takustrasse 3, 14195, Berlin, Germany.

Hendrik V Schröder (HV)

Institut für Chemie und Biochemie, Freie Universität Berlin, Takustrasse 3, 14195, Berlin, Germany.

Luca Cera (L)

Institut für Chemie und Biochemie, Freie Universität Berlin, Takustrasse 3, 14195, Berlin, Germany.

Rakesh Puttreddy (R)

Department of Chemistry, University of Jyvaskyla, P.O. Box 35, 40014, Jyväskylä, Finland.

Arne Güttler (A)

Fachbereich 1.2-Biophotonik, Bundesanstalt für, Materialforschung und -prüfung (BAM), Richard-Willstätter-Strasse 11, 12489, Berlin, Germany.

Ute Resch-Genger (U)

Fachbereich 1.2-Biophotonik, Bundesanstalt für, Materialforschung und -prüfung (BAM), Richard-Willstätter-Strasse 11, 12489, Berlin, Germany.

Kari Rissanen (K)

Department of Chemistry, University of Jyvaskyla, P.O. Box 35, 40014, Jyväskylä, Finland.

Christoph A Schalley (CA)

Institut für Chemie und Biochemie, Freie Universität Berlin, Takustrasse 3, 14195, Berlin, Germany.

Classifications MeSH