Synthesis of a dual clickable fullerene platform and construction of a dissymmetric BODIPY-[60]Fullerene-DistyrylBODIPY triad
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 st...
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| Published in: | Tetrahedron Vol. 100; p. 132467 |
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| Main Authors: | , , , , , , , , , |
| Format: | Journal Article |
| Language: | English |
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Elsevier Ltd
05-11-2021
Elsevier |
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| Abstract | 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.
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| AbstractList | 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. 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. [Display omitted] |
| ArticleNumber | 132467 |
| Author | Vallée, Anne Fensterbank, Hélène Wright, Karen Allard, Emmanuel Fatima, Anam Rabah, Jad Yonkeu, Lyne Méallet-Renault, Rachel Ha-Thi, Minh-Huong Clavier, Gilles |
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| Keywords | CuAAC reaction Donor-acceptor systems Click chemistry Boron dipyrromethenes Fullerene C60 |
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| Snippet | 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... |
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| Title | Synthesis of a dual clickable fullerene platform and construction of a dissymmetric BODIPY-[60]Fullerene-DistyrylBODIPY triad |
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