Strong Emission Enhancement in pH-Responsive 2:2 Cucurbituril Complexes
Schoder, 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 Cucurbituril Complexes. Chemistry: A European Journal, 25(13), 3257-3261. https://doi.org/10.1002/chem.201806337
Published inChemistry: A European Journal
© 2019 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim
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 cucurbituril 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 cucurbituril, 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.
PublisherWiley - VCH Verlag GmbH & Co. KGaA
Publication in research information system
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Related funder(s)Academy of Finland
Funding program(s)Postdoctoral Researcher, AoF
Additional information about fundingThe 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.
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