BODIPY-based catenane: Synthesis and optical properties - Archive ouverte HAL
Article Dans Une Revue Journal of Porphyrins and Phthalocyanines Année : 2023

BODIPY-based catenane: Synthesis and optical properties

Aurélie Rago
  • Fonction : Auteur
Sylvain David
  • Fonction : Auteur
Eric Framery
  • Fonction : Auteur
Olivier Maury
Bruno Andrioletti
  • Fonction : Auteur

Résumé

The syntheses of unprecedented bis-triazolyl BODIPY dyes displaying high quantum yields are described. The synthetic approach involves a key alkene metathesis step after templating the two bis-triazolyl dipyrromethenes with Zn, promoting the catenane structure at the expense of the mono-macrocyclic structure. The optical properties of the open form, macrocyclic, and [2]-catenane derivatives are compared. Interestingly, if the fluorescence of both the open and the macrocyclic structure displayed excellent fluorescent properties in dichloromethane, the fluorescence is quenched for the catenane analogue. However, the fluorescence of the catenane can be restored in toluene. A putative explanation for the strong solvent effect is proposed.

Domaines

Chimie
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Dates et versions

hal-04727096 , version 1 (09-10-2024)

Identifiants

Citer

Aurélie Rago, Sylvain David, Eric Framery, Olivier Maury, Bruno Andrioletti. BODIPY-based catenane: Synthesis and optical properties. Journal of Porphyrins and Phthalocyanines, 2023, 27 (07n10), pp.1223-1230. ⟨10.1142/s1088424623500773⟩. ⟨hal-04727096⟩
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