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Intramolecular interactions and photoinduced electron transfer in isoalloxazine-naphthalene bichromophores

Paper ID Volume ID Publish Year Pages File Format Full-Text
28122 44060 2009 11 PDF Available
Title
Intramolecular interactions and photoinduced electron transfer in isoalloxazine-naphthalene bichromophores
Abstract

The synthesis, the structural characterization and electrochemical and photophysical properties of new linear (OFn) and macrocyclic (MFn) bichromophoric systems containing one flavin and one naphthalene moiety, separated by (CH2)n alkyl chains (n = 4 or 6), are reported. The electrochemical properties of OF4, OF6, MF4, MF6 were investigated by cyclic voltammetry (CV) in ultra-dry THF and compared with the model compounds containing either the flavin unit (FL6) or the monomethoxy- (mona) and dimethoxy naphthalene (dmona) derivatives, respectively. While only minor ground-state interactions were evidenced between the chromophores in the voltammetric curves and absorption spectra of bichromophores, luminescence data evidenced intramolecular photoinduced electron transfer processes as main deactivation routes of flavin-centered excited states. The rates of the intramolecular photoinduced electron transfer, involving the oxynaphthalene moieties as electron donors, were finally determined.

Keywords
Flavine; Macrocycles; Photochemistry; Electrochemistry; Electron transfer
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Intramolecular interactions and photoinduced electron transfer in isoalloxazine-naphthalene bichromophores
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Publisher
Database: Elsevier - ScienceDirect
Journal: Journal of Photochemistry and Photobiology A: Chemistry - Volume 203, Issues 2–3, 15 April 2009, Pages 166–176
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering
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