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Synthesis of a dual clickable fullerene platform and construction of a dissymmetric BODIPY-[60]Fullerene-DistyrylBODIPY triad

Authors :
Anam Fatima
Rachel Méallet-Renault
Gilles Clavier
Anne Vallée
Minh-Huong Ha-Thi
Emmanuel Allard
Hélène Fensterbank
Karen Wright
Lyne Yonkeu
Jad Rabah
Institut Lavoisier de Versailles (ILV)
Université de Versailles Saint-Quentin-en-Yvelines (UVSQ)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)
Institut des Sciences Moléculaires d'Orsay (ISMO)
Université Paris-Saclay-Centre National de la Recherche Scientifique (CNRS)
Ecole Normale Supérieure Paris-Saclay (ENS Paris Saclay)
Source :
Tetrahedron, Tetrahedron, Elsevier, 2021, pp.132467. ⟨10.1016/j.tet.2021.132467⟩
Publication Year :
2021
Publisher :
HAL CCSD, 2021.

Abstract

International audience; The synthesis of a methanofullerene platform bearing on one side an alkyne and on the other a protected alkyne is reported. This clickable fullerene building block was functionalized by two distinct BODIPY azido derivatives using a 1 st CuAAC/alkyne deprotection /2 nd CuAAC, sequence, through either stepwise or one-pot processes in an efficient manner. The triad displays strong absorption from 300 to 700 nm. The strong fluorescence quenching observed for the two BODIPYs within the triad is probably due to photo-induced energy and/or electron transfer events.

Details

Language :
English
ISSN :
00404020
Database :
OpenAIRE
Journal :
Tetrahedron, Tetrahedron, Elsevier, 2021, pp.132467. ⟨10.1016/j.tet.2021.132467⟩
Accession number :
edsair.doi.dedup.....d39bb8eaf78f05e716f80539ea504ef7
Full Text :
https://doi.org/10.1016/j.tet.2021.132467⟩