Synthesis and Properties of New Tetrazines Substituted by Heteroatoms: Towards the World&s Smallest Organic Fluorophores - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Chemistry - A European Journal Année : 2005

Synthesis and Properties of New Tetrazines Substituted by Heteroatoms: Towards the World&s Smallest Organic Fluorophores

Fabien Miomandre
Gilles Clavier
Marie-Claude Vernières
  • Fonction : Auteur
Sophie Badré
  • Fonction : Auteur
Rachel Méallet-Renault

Résumé

New tetrazines substituted by heteroatoms have been synthesized and their electrochemical and photochemical properties investigated. All compounds are reversibly electroactive with standard potentials shifting cathodically according to the donor character of the substituent. The tetrazine derivatives are also fluorescent with maximum emission wavelengths in the range 550–575 nm. Some of them show very long fluorescence lifetimes (several tens of ns) and remain fluorescent in the solid state without majorchanges in the spectral features. The fluorescence of one of the derivatives can be efficiently quenched by the presence of electron-rich compounds such as triphenylamines, phenol or anisole, which make them very promising compounds for sensor applications.
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Dates et versions

hal-00016524 , version 1 (05-01-2006)

Identifiants

  • HAL Id : hal-00016524 , version 1

Citer

Pierre Audebert, Fabien Miomandre, Gilles Clavier, Marie-Claude Vernières, Sophie Badré, et al.. Synthesis and Properties of New Tetrazines Substituted by Heteroatoms: Towards the World&s Smallest Organic Fluorophores. Chemistry - A European Journal, 2005, 11, pp.5667-5673. ⟨hal-00016524⟩
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