Enhancement of Two-Photon Absorption Cross-Section and Singlet-Oxygen Generation in Porphyrins upon β-Functionalization with Donor−Acceptor Substituents

The microwave-enhanced synthesis, comparative singlet oxygen sensitization efficiency, and nonlinear optical characterization of a new β-functionalized porphyrin and its copper complex are described. We show that the introduction of a donor−acceptor push−pull conjugated fragment in the β position st...

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Bibliographic Details
Published in:Organic letters 2006-06, Vol.8 (13), p.2719-2722
Main Authors: Morone, Marika, Beverina, Luca, Abbotto, Alessandro, Silvestri, Fabio, Collini, Elisabetta, Ferrante, Camilla, Bozio, Renato, Pagani, Giorgio A
Format: Article
Language:English
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Summary:The microwave-enhanced synthesis, comparative singlet oxygen sensitization efficiency, and nonlinear optical characterization of a new β-functionalized porphyrin and its copper complex are described. We show that the introduction of a donor−acceptor push−pull conjugated fragment in the β position strongly perturbs the porphyrin electronic structure leading to a remarkable one- and two-photon NIR absorption enhancement.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol060742i