Beilstein J. Org. Chem.2019,15, 901–905, doi:10.3762/bjoc.15.87
. These fullerenol amphiphiles can serve as suitable precursors for further reactions resulting in new applications for fullerenols.
Keywords: amphiphile; C60Cl6; fullerene; fullerenol; one-pot; Introduction
The roman god Janus, who is typically depicted with two faces, metaphorically stands for duality
synthetic pathways, which allow to introduce a broader variety of substituents and better yield. We report an easy and efficient one-pot approach using C60Cl6 as a precursor. The attachment of substituents, in our case primary amines, and the polyhydroxylation of the fullerene core are performed
simultaneously by using a common phase transfer reaction which enables even the combination of water-soluble substituents with the precursor C60Cl6. High yields of Janus-fullerenol derivatives bearing five defined substituents on one pole of the C60 core combined with in average 19 (+/−3) oxygen containing
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Graphical Abstract
Scheme 1:
Reaction scheme for the one-pot reaction of C60Cl6 to produce Janus-type fullerenols (OH)19+/−3C60(...