Preparation and Photophysical Studies of a Fluorous Phase-Soluble Fullerene Derivative

We report the first synthesis of a well-characterized “Teflon ponytail” fullerene adduct (3) via the Hirsch−Bingel reaction with a malonate bearing two perfluorinated alkyl chains. This C 3 tris-adduct shows excellent solubility in perfluorinated solvents, such as FC-72 and FC-75. Compound 3 was fou...

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Bibliographic Details
Published in:Journal of the American Chemical Society 2002-03, Vol.124 (9), p.1977-1981
Main Authors: Wilson, Stephen R, Yurchenko, Michael E, Schuster, David I, Yurchenko, Eduard N, Sokolova, Olga, Braslavsky, Silvia E, Klihm, Gudrun
Format: Article
Language:English
Subjects:
Cross-disciplinary physics: materials science
rheology
Exact sciences and technology
Fullerenes and related materials
diamonds, graphite
Materials science
Physics
Specific materials
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Summary:We report the first synthesis of a well-characterized “Teflon ponytail” fullerene adduct (3) via the Hirsch−Bingel reaction with a malonate bearing two perfluorinated alkyl chains. This C 3 tris-adduct shows excellent solubility in perfluorinated solvents, such as FC-72 and FC-75. Compound 3 was found to be an efficient sensitizer for singlet oxygen formation in fluorous media, which has potential in biphasic systems and in photobiology.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja0119200