Abstract
Two macrocyclic architectures comprising oligothiophene strands that connect the imide positions of a perylene bisimide (PBI) have been synthesized via a platinum-mediated cross coupling strategy. The crystal structure of the double bridged PBI reveals all syn- arranged thiophene units which completely enclose the planar PBI chromophore via a 12-membered ring. The target structures were characterized by steady-state UV/Vis absorption, fluorescence and transient absorption spectroscopy, as well as cyclic and differential pulse voltammetry. Both donor-acceptor dyads show ultrafast Förster Resonance Energy Transfer (FRET) and photoinduced electron transfer, thereby leading to extremely low fluorescence quantum yields even in the lowest polarity cyclohexane solvent.
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