Synthesis of a Multichromophoric Array by Sequential CuAAC Reactions

Assia Tafrioucht (1) , Jad Rabah (1) , Krystyna Baczko (1) , Hélène Fensterbank (1) , Rachel Méallet-Renault (2) , Gilles Clavier (3) , François Couty (1) , Emmanuel Allard (1) , Karen Wright (1)

1 ILV - Institut Lavoisier de Versailles
2 ISMO - Institut des Sciences Moléculaires d'Orsay
3 PPSM - Photophysique et Photochimie Supramoléculaires et Macromoléculaires

An easily synthesized α-hydroxy-β-azidotetrazole scaffold was used to build a three dimensional polychromic system. Different chromophores (coumarin, BODIPY and distyryl BODIPY) were incorporated into the structure by using sequential CuAAC reactions to form a series of dyads and a triad. A computational study of the resulting arrays showed that the predominant conformations brought the substituents into close spatial proximity. The triad exhibited FRET behaviour with notably efficient energy transfer values.

Mots clés: Fluorescence; Synthesis; Electronic energy transfer; BODIPY chromophores; Fluorescence

Domaines: Chimie

Assia Tafrioucht, Jad Rabah, Krystyna Baczko, Hélène Fensterbank, Rachel Méallet-Renault, et al.. Synthesis of a Multichromophoric Array by Sequential CuAAC Reactions. Dyes and Pigments, 2020, pp.109031. ⟨10.1016/j.dyepig.2020.109031⟩. ⟨hal-03046880⟩