Abstract
We have designed and synthesized donor–acceptor conjugates in which donor polycyclic aromatic hydrocarbons such as either pyrene or fluorene linked at the pyrrole-β position of a corrole using vinylene spacer. Both the dyads are characterized by elemental analysis, MALDI-MS, 1H NMR, UV–vis and fluorescence spectroscopy (steady-state and time-resolved) as well as electrochemical method. The Soret absorption band of corrole was split in both the dyads and more over both Soret and Q bands are red-shifted by 15–25 nm as compared to the unsubstituted corrole. Ground state properties indicate that there is a moderate π–π interactions in these dyad systems. However, fluorescence emission of polycyclic aromatic hydrocarbons of both the dyads quenched significantly (88–98%) compared to their monomeric units. The quenched emission was attributed in terms of intramolecular excitation energy transfer, which competes with the photoinduced electron transfer reaction in these dyads.
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