Synthesis and Spectral Properties of gem-Dimethyl Chlorin Photosensitizers
Citation:
Melissari, Z.; Sample, H. C.; Twamley, B.; Williams, R. M.; Senge, M. O., Synthesis and Spectral Properties of gem-Dimethyl Chlorin Photosensitizers, ChemPhotoChem, 2020, 4, 601–611Abstract:
Chlorins that bear a gem‐dimethyl group, which facilitates their resistance to oxidation, are of interest for applications in photomedicine. Herein, we present the synthesis and the photophysical properties of two geminal‐dimethyl chlorins (dihydroporphyrins) and their free base counterparts that act as efficient singlet oxygen generators and thus exhibit potential for use in photodynamic therapy (PDT) as anticancer or antimicrobial agents upon further derivatization. A complete characterization of their spectral and photophysical properties (Φf, Φisc, Φic, ΦΔ, τS, τT, kf, kic, kisc, kq) is accompanied by density functional calculations (DFT) as well as time dependent (TD) DFT to investigate the features of the frontier molecular orbitals.
Sponsor
Grant Number
Science Foundation Ireland
IvP 13/IA/1894
Author's Homepage:
http://people.tcd.ie/sengem
Author: Senge, Mathias
Type of material:
Journal ArticleCollections
Series/Report no:
ChemPhotoChem;4;
8;
Availability:
Full text availableKeywords:
chlorins, photodynamic therapy, dihydroporphyrinsDOI:
http://dx.doi.org/10.1002/cptc.202000051Metadata
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