The incorporation of a linear D-π-A “push-pull” chromophore synthesized by a Knoevenagel condensation as axle of a rotaxane is reported. While the introduction of the mechanical stoppers by the reversible...
Stacked organic optoelectronic devices make use of electrode materials with different work functions, leading to efficient large area light emission. In contrast, lateral electrode arrangements offer the possibility to be...
We present the concept of electrostatic field driven supramolecular translation within electrically connected plasmonic nano-antennas. The antenna serves as anchoring point for the mechanically interlocked molecules, as electrode for the electrostatic field, and as amplifier of the antenna-enhanced fluorescence. The synthesis of a push-pull donor-π-acceptor chromophore with optical properties aligned to the antenna resonance is described and its immobilization on the surface demonstrated. Photoluminescence experiments of the chromophore on a gold nanoantenna are shown, highlighting the molecule-antenna coupling and resulting emission intensity increase. The successful synthesis of an electrostatic field sensitive [2]rotaxane in water is described and the tightrope walk between functionality and water solubility is illustrated by unsuccessful designs. In solution, enhanced fluorescence quantum yield is observed for the chromophore comprised in the mechanically interlocked [2]rotaxane in water and DMSO compared to the reference rod, ideal for future experiments in plasmonic nano-antennas.
The synthesis of two water‐soluble oligophenylene‐ethynylene (OPE)‐rods with substituted iso‐ and terephthalate end groups is presented. Both undergo slow association with a Diederich‐type cyclophane in aqueous solution. Formation of [2]pseudorotaxanes occurs with reaction half‐lives of several hours. Characterization of the supermolecules by 1H‐NMR spectroscopy reveals a high thermodynamic stability and kinetic inertness of the pseudorotaxanes. The phthalate precursors are functionalized with peripheral azide groups, which make them modular precursors for construction of mechanically interlocked molecules in water.
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