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Oxygen‐Delivery Materials: Synthesis of an Open‐Cage Fullerene Derivative Suitable for Encapsulation of H 2 O 2 and O 2
Author(s) -
Li Yanbang,
Lou Ning,
Xu Dan,
Pan Changwang,
Lu Xing,
Gan Liangbing
Publication year - 2018
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201808926
Subject(s) - fullerene , singlet oxygen , oxygen , chemistry , crystal structure , peroxide , enol , single crystal , crystallography , materials science , photochemistry , stereochemistry , catalysis , organic chemistry
An open‐cage [60]fullerene was prepared through a multiple‐step sequence based on peroxide‐mediated cage‐opening reactions. Key steps include repeated C 60 ‐sensitized singlet‐oxygen oxidation of electron‐rich amino enol double bonds to form two lactone and two lactam moieties on the rim of the orifice. Single‐crystal X‐ray analysis shows that the 22‐membered orifice has an ellipsoid shape with the major axis at 6.7 Å and the minor axis at 3.5 Å. Encapsulation of H 2 O 2 was observed under atmospheric pressure at room temperature. Oxygen is also effectively trapped during the process.