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C3- and C13-substituent effects on electronic absorption spectra of linear tetrapyrroles produced by photooxidation of zinc chlorophyll derivatives

Paper ID Volume ID Publish Year Pages File Format Full-Text
27466 44024 2011 5 PDF Available
Title
C3- and C13-substituent effects on electronic absorption spectra of linear tetrapyrroles produced by photooxidation of zinc chlorophyll derivatives
Abstract

Zinc chlorophyll derivatives possessing various substituents at the 3- and 13-positions were cleaved at the C19–C20 bond upon irradiation of an oxygen-saturated dichloromethane solution with visible light. The resulting photooxidation products were zinc complexes of linear tetrapyrroles which showed longer wavelength absorption bands in the near-infrared region than the visible Qy bands of the corresponding cyclic tetrapyrroles as the starting materials. Electron-withdrawing C13-substituents of the linear tetrapyrroles shifted the longest absorption maxima bathochromically, as observed in the cyclic tetrapyrroles. In contrast, more electron-withdrawing C3-substituents of the linear tetrapyrroles gave more hypsochromically shifted redmost maxima, which was the reverse of the substitution effect of the cyclic tetrapyrroles.

► Photooxidative cleavages of zinc chlorophyll derivatives. ► Preparation of linear tetrapyrroles possessing various C3- and C13-substituents. ► Usual bathochromic shifts of redmost maxima by electron-withdrawing C13-substituents. ► Novel hypsochromic shifts of redmost maxima by electron-withdrawing C3-substituents.

Keywords
Chlorophyll; Linear tetrapyrrole; Photooxidation; Substitution effect
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C3- and C13-substituent effects on electronic absorption spectra of linear tetrapyrroles produced by photooxidation of zinc chlorophyll derivatives
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Publisher
Database: Elsevier - ScienceDirect
Journal: Journal of Photochemistry and Photobiology A: Chemistry - Volume 219, Issues 2–3, 15 April 2011, Pages 250–254
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering
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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
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Any Questions? feel free to contact us