Beilstein J. Org. Chem.2019,15, 901–905, doi:10.3762/bjoc.15.87
Marius Kunkel Sebastian Polarz University of Konstanz, Universitätsstrasse 10, 78467 Konstanz, Germany 10.3762/bjoc.15.87 Abstract An efficient one-pot synthesis for Janus-type fullerenol derivatives and how to characterize them is reported. This synthesis provides access to asymmetrically
substituted fullerenol with five substituents on one pole of the fullerene and polyhydroxylation moieties, mostly ether and hydroxy groups, on the rest of the fullerene core. As substituents a broad variety of primary amines can be used to obtain Janus-type amphiphilic fullerenols in good to excellent yield
. 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
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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(...
Beilstein J. Org. Chem.2013,9, 1285–1295, doi:10.3762/bjoc.9.145
, “Gheorghe Asachi” Technical University of Iasi, 700050 Iasi, Romania 10.3762/bjoc.9.145 Abstract Full characterization of fullerenol C60(OH)24 by HPLC ESI-MS in negative and positive ionization modes was achieved. Fragmentor voltage and capillary voltage were optimized in order to obtain a good signal
stability and the best peak intensity distribution for the fullerenol C60(OH)24 in both negative and positive modes. While the predominant base peak observed for C60(OH)24 in the negative ionization mode was [M − H]− at m/z 1127, those observed in the positive mode were multiply charged [M − H2O + 4H]4+ at
m/z 279 and [M − 12H2O + 2NH3 + 6H]6+ at m/z 158.
Keywords: electrospray; fullerenol C60(OH)24; mass spectrometry; Introduction
Because of their potential for chemical tunability and exciting range of biological activities as glutamate-receptor antagonists [1] and antiproliferative [2][3
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Graphical Abstract
Scheme 1:
Proposed mechanisms for the formation of fullerenol anions and distonic radical anions observed by ...