6533b872fe1ef96bd12d3966
RESEARCH PRODUCT
Strong Emission Enhancement in pH‐Responsive 2:2 Cucurbit[8]uril Complexes
Ute Resch-gengerHendrik V. SchröderChristoph A. SchalleyKari RissanenArne GüttlerLuca CeraStefan SchoderRakesh Puttreddysubject
Supramolecular chemistry010402 general chemistryPhotochemistry01 natural sciencesCatalysischemistry.chemical_compoundCucurbiturilsupramolekulaarinen kemialuminescenceMoleculePhotoluminescence quenchingta116intramolecular motioncucurbiturils010405 organic chemistryChemistryArylhost–guest systemsOrganic Chemistryfluoresenssifluorescence enhancementGeneral ChemistryFluorescence0104 chemical sciences3. Good healthIntramolecular forceLuminescencedescription
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.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2019-02-04 | Chemistry – A European Journal |