Stable Near-Infrared Anionic Polymethine Dyes: Structure, Photophysical, and Redox Properties | Zendy

PierreAntoine Bouit | Zendy; Emmanuel Di Piazza | Zendy; Stéphane Rigaut | Zendy; Boris Le Guennic | Zendy; C. Aronica | Zendy; Loı̈c Toupet | Zendy; Chantal Andraud | Zendy; Olivier Maury | Zendy

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Stable Near-Infrared Anionic Polymethine Dyes: Structure, Photophysical, and Redox Properties

Author(s) -

PierreAntoine Bouit,

Emmanuel Di Piazza,

Stéphane Rigaut,

Boris Le Guennic,

C. Aronica,

Loı̈c Toupet,

Chantal Andraud,

Olivier Maury

Publication year - 2008

Publication title -

organic letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/ol801416n

Subject(s) - cyanine , chemistry , photochemistry , redox , cationic polymerization , molecule , absorption (acoustics) , context (archaeology) , absorption spectroscopy , infrared , fluorescence , inorganic chemistry , organic chemistry , materials science , physics , paleontology , quantum mechanics , optics , composite material , biology

The concept of cyanine has been successfully extended to an anionic heptamethine dye featuring tricyanofuran (TCF) moieties in terms of structure, reactivity, and photophysical properties. Importantly, absorption and emission are red-shifted compared to its classical cationic analog without any cost in terms of thermal stability. In addition to its "cyanine" behavior, this molecule exhibits further redox properties: oxidation and reduction led to the reversible formation of radical species whose absorption is in marked contrast with that of cyanines.

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