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

被引：7
作者：
Rabah, Jad [1 ]
Yonkeu, Lyne [1 ]
Wright, Karen [1 ]
Vallee, Anne [1 ]
Meallet-Renault, Rachel [2 ]
Ha-Thi, Minh-Huong [2 ]
Fatima, Anam [2 ]
Clavier, Gilles [3 ]
Fensterbank, Helene [1 ]
Allard, Emmanuel [1 ]
机构：
[1] Univ Paris Saclay, Inst Lavoisier Versailles, CNRS, UVSQ, F-78000 Versailles, France
[2] Univ Paris Saclay, Inst Sci Mol Orsay, CNRS, F-91405 Orsay, France
[3] Univ Paris Saclay, PPSM, CNRS, ENS Paris Saclay, F-91190 Gif Sur Yvette, France
来源：
TETRAHEDRON | 2021年 / 100卷
关键词：
Fullerene C-60; Boron dipyrromethenes; Donor-acceptor systems; Click chemistry; CuAAC reaction; CATALYZED ALKYNE-AZIDE; ORGANIC TRIPLET PHOTOSENSITIZERS; PHOTOINDUCED ELECTRON-TRANSFER; REACTION CENTER MIMICRY; ENERGY-TRANSFER; BUILDING-BLOCK; ONE-POT; C-60; CYCLOADDITION; CHEMISTRY;
D O I：
10.1016/j.tet.2021.132467
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
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 1st CuAAC/alkyne deprotection/2nd 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. (C) 2021 Elsevier Ltd. All rights reserved.
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页数：9
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