N‐Alkylation of Fulleropyrrolidines by Aminomethylation Reaction of Ketones/Arylboronic Acids

N‐alkylation of fulleropyrrolidines in the presence of polyformaldehyde and p‐toluenesulfonic acid was systematically investigated. With the addition of ketones/arylboronic acids, a series of novel N‐alkyl fulleropyrrolidines were formed. Nevertheless, in the absence of ketones/arylboronic acids, sc...

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Bibliographic Details
Published in:Advanced synthesis & catalysis 2018-10, Vol.360 (19), p.3732-3750
Main Authors: Huang, Cheng, Huang, Gang, Wang, Hui‐Juan, Li, Fa‐Bao, Wang, Zhen, Huang, Yongshun, Liu, Li, Liu, Chao‐Yang
Format: Article
Language:English
Subjects:
Acids
Alkylation
aminomethylation
arylboronic acids
Benzyl alcohol
Chemical industry
fullerene
fulleropyrrolidines
Ketones
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Summary:N‐alkylation of fulleropyrrolidines in the presence of polyformaldehyde and p‐toluenesulfonic acid was systematically investigated. With the addition of ketones/arylboronic acids, a series of novel N‐alkyl fulleropyrrolidines were formed. Nevertheless, in the absence of ketones/arylboronic acids, scarce N‐methyl fulleropyrrolidines were obtained with the aid of benzyl alcohol. Possible reaction pathways for the formation of N‐alkyl fulleropyrrolidines were proposed to elucidate the above reaction process.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201800633