Fullerene-Based Macro-Heterocycle Prepared through Selective Incorporation of ThreeN and Two OAtoms into C60

A 14-membered heterocycle is created on the C60 cage skeleton through a multistep procedure. Key steps involve repeated PCl5-induced hydroxylamino N-O bond cleavage leading to insertion of nitrogen atoms, and also piperidine-induced peroxo O-O bond cleavage leading to insertion of oxygen atoms. The...

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Bibliographic Details
Published in:Angewandte Chemie 2016-11, Vol.128 (47), p.14810
Main Authors: Li, Yanbang, Zhang, Gaihong, Wang, Dian, Xu, Beidi, Xu, Dan, Lou, Ning, Gan, Liangbing
Format: Article
Language:ger
Subjects:
Buckminsterfullerene
Chemical bonds
Chemistry
Cleavage
Fluorides
Fullerenes
Insertion
Nitrogen atoms
Oxygen atoms
Piperidine
Salts
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Summary:A 14-membered heterocycle is created on the C60 cage skeleton through a multistep procedure. Key steps involve repeated PCl5-induced hydroxylamino N-O bond cleavage leading to insertion of nitrogen atoms, and also piperidine-induced peroxo O-O bond cleavage leading to insertion of oxygen atoms. The hetero atoms form one pyrrole, two pyran, and one diazepine rings in conjunction with the C60 skeleton carbon atoms. The fullerene-based macrocycle showed unique reactivities towards fluoride ion and copper salts.
ISSN:0044-8249
1521-3757
DOI:10.1002/ange.201606856