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Linear free energy relationship analysis of solvent effect on singlet oxygen reactions with mono and disubstituted anthracene derivatives

Paper ID Volume ID Publish Year Pages File Format Full-Text
28059 44058 2009 7 PDF Available
Title
Linear free energy relationship analysis of solvent effect on singlet oxygen reactions with mono and disubstituted anthracene derivatives
Abstract

Detection of O2(1Δg) emission, λmax = 1270 nm, following laser excitation and steady-state methods were employed to measure the total reaction rate constant, kT, and the reactive reaction rate constant, kR, for the reaction between singlet oxygen and seven mono and disubstituted anthracenes. In most solvents, the rate constants for the quenching of singlet oxygen by monosubstituted anthracenes are in the order of 106 M−1 s−1, whereas for the disubstituted compounds the values are in the order of 107 M−1 s−1 indicating that both, mono and disubstituted anthracenes are good quenchers of singlet oxygen. The reactive rate constants were very close to the total rate constants, implying that quenching is essentially a chemical process. The analysis of solvent effect on kT and kR by using LSER equations indicates that singlet oxygen deactivation by the anthracene derivatives is accelerated by solvents with large values of both, dipolarity/polarizability and Hildebrand solvent parameters, being inhibited by hydrogen bond donor solvents in some cases. Solvent effect analysis support the formation of a loose, zwitterionic like exciplex for 9-methylanthracene and 9-methoxyanthracene, a loose exciplex with partial charge separation for di-substitutes anthracene and a compact exciplex with partial charge separation for anthracene and 9-phenylanthracene.

Keywords
Anthracenes; Singlet oxygen; Solvent effect; LSER; Total reaction rate constant; Reactive reaction rate constant
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Linear free energy relationship analysis of solvent effect on singlet oxygen reactions with mono and disubstituted anthracene derivatives
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Publisher
Database: Elsevier - ScienceDirect
Journal: Journal of Photochemistry and Photobiology A: Chemistry - Volume 207, Issues 2–3, 25 September 2009, Pages 160–166
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