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Open AccessJournal ArticleDOI

Design of BODIPY dyes as triplet photosensitizers: electronic properties tailored for solar energy conversion, photoredox catalysis and photodynamic therapy

TLDR
Three design strategies are reported: halogenation of the dye skeleton, donor–acceptor dyads and BODIPY dimers, which compare pros and cons of these approaches in terms of optical and electrochemical properties and synthetic viability.
Abstract
BODIPYs are renowned fluorescent dyes with strong and tunable absorption in the visible region, high thermal and photo-stability and exceptional fluorescence quantum yields. Transition metal complexes are the most commonly used triplet photosensitisers, but, recently, the use of organic dyes has emerged as a viable and more sustainable alternative. By proper design, BODIPY dyes have been turned from highly fluorescent labels into efficient triplet photosensitizers with strong absorption in the visible region (from green to orange). In this perspective, we report three design strategies: (i) halogenation of the dye skeleton, (ii) donor–acceptor dyads and (iii) BODIPY dimers. We compare pros and cons of these approaches in terms of optical and electrochemical properties and synthetic viability. The potential applications of these systems span from energy conversion to medicine and key examples are presented.

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Journal ArticleDOI

EGFR-Targeted Photodynamic Therapy

TL;DR: The chemistry of the sensitizers and their modes of action in PDT are recapitulated, and the advantages and pitfalls of different targeting moieties are summarized, highlighting future perspectives for EGFR-targeted photodynamic treatment of cancer.
Journal ArticleDOI

Orthogonally aligned cyclic BODIPY arrays with long-lived triplet excited states as efficient heavy-atom-free photosensitizers.

TL;DR: In this article, a cyclic trimeric BODIPY array with a lifetime up to 257.5 μs was generated from easily accessible meso-mesityldipyrrinone and arylboronic acids in one pot.
Journal ArticleDOI

Supramolecular photodynamic agents for simultaneous oxidation of NADH and generation of superoxide radical

TL;DR: In this article , a supramolecular strategy for the preparation of Type-I photodynamic agents, which simultaneously generate strong oxidizing cationic radicals and superoxide radicals, by introducing electron acceptors to the existing Type-II photosensitizers, was presented.
References
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Journal ArticleDOI

The Chemistry of Fluorescent Bodipy Dyes: Versatility Unsurpassed

TL;DR: The Bodipy family, first developed as luminescent tags and laser dyes, has become a cornerstone for these new applications and the near future looks extremely bright for "porphyrin's little sister".
Book

Handbook of photochemistry

TL;DR: Hammett et al. as discussed by the authors proposed a triplet-state diffusion-controlled triplet state diffusion-controlled rate for photolysis of organic molecules in solution, where triplets are derived from triplets of the triplets.
Journal ArticleDOI

BODIPY dyes in photodynamic therapy.

TL;DR: The attributes of BODIPY dyes for PDT are summarized, and substituents with appropriate oxidation potentials are summarized in some related areas.
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