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Intramolecular photoinduced reactions in corrole–pyrene and corrole–fluorene dyad systems

Paper ID Volume ID Publish Year Pages File Format Full-Text
25944 43921 2014 9 PDF Available
Title
Intramolecular photoinduced reactions in corrole–pyrene and corrole–fluorene dyad systems
Abstract

•Donor–acceptor systems based on donor polycyclic hydrocarbons (pyrene or fluorine) have been connected at pyrrole-β position of free-base corrole acceptor by using vinylene spacer.•Ground state properties indicate that there are quite negligible interactions between two π-aromatic compounds.•Excited state properties indicate there is an excitation energy transfer competing photoinduced electron transfer from singet state of PAH to corrole macrocycle.

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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Keywords
Corrole; Pyrene; Fluorene; Dyad; Intramolecular; Energy transfer
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Intramolecular photoinduced reactions in corrole–pyrene and corrole–fluorene dyad systems
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Publisher
Database: Elsevier - ScienceDirect
Journal: Journal of Photochemistry and Photobiology A: Chemistry - Volume 284, 15 June 2014, Pages 18–26
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
Online Support
Any Questions? feel free to contact us