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Effects of hydrogen bonding interaction and solvent polarity on the competition between excitation energy and photo-induced electron transfer processes in hydroxy(1-pyrenebutoxy)phosphorus(V)porphyrin

Paper ID Volume ID Publish Year Pages File Format Full-Text
27628 44033 2010 7 PDF Available
Title
Effects of hydrogen bonding interaction and solvent polarity on the competition between excitation energy and photo-induced electron transfer processes in hydroxy(1-pyrenebutoxy)phosphorus(V)porphyrin
Abstract

The solvent effects on an excitation energy transfer and a photo-induced electron transfer processes were examined using synthesized hydroxy(1-pyrenebutoxy)phosphorus(V)porphyrin. In the photoexcited state of the pyrene moiety, the intramolecular energy transfer to the porphyrin competed with the electron transfer from the pyrene to the porphyrin. The quantum yield of energy transfer in non-alcoholic solvents decreased with an increase of the solvent polarity due to the enhancement of electron transfer. However, the energy transfer was predominant process in alcoholic solvents with high polarity. The energy transfer yield increased with an increase in the ratio of methanol in the mixture of acetonitrile and methanol, of which solvent polarity is almost the same as that of acetonitrile. The redox potential measurements and ab initio molecular orbital calculation at Hartree-Fock 6-31G* level have shown that the electron affinity of the porphyrin moiety decreased through the hydrogen bonding with alcoholic solvents, resulting in that the electron transfer is suppressed and the excitation energy transfer becomes the predominant process. In conclusion, the hydrogen bonding interaction with alcoholic solvent contributes to the competition between energy and electron transfer by the changing of the energy level of charge transfer state rather than the effect of solvent polarity.

Keywords
Phosphorus(V)porphyrin; Pyrene; Energy transfer; Electron transfer; Hydrogen bonding; Solvent effect
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Effects of hydrogen bonding interaction and solvent polarity on the competition between excitation energy and photo-induced electron transfer processes in hydroxy(1-pyrenebutoxy)phosphorus(V)porphyrin
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Publisher
Database: Elsevier - ScienceDirect
Journal: Journal of Photochemistry and Photobiology A: Chemistry - Volume 213, Issue 1, 10 June 2010, Pages 73–79
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