Metal-free synthesis of fulleropyrrolidin-2-ols: a novel reaction of [60]fullerene with amines and 2,2-disubstituted acetaldehydes

A series of scarce fulleropyrrolidin-2-ols were synthesized by the facile one-step reaction of [60] fullerene with inexpensive and readily accessible amines and 2,2-disubstituted acetaldehydes without the addition of valuable metal salts in moderate yields, comparable to those for most monoadducts r...

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Published inOrganic & biomolecular chemistry Vol. 16; no. 41; pp. 7648 - 7656
Main Authors Huang, Gang, Zhang, Meng, Wang, Hui-Juan, Li, Fa-Bao, Yang, Fei, Liu, Li, Liu, Chao-Yang, Asiri, Abdullah M., Alamry, Khalid A.
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 07.11.2018
Royal Society of Chemistry
Subjects
Amines
Chemical synthesis
Chemistry
Chemistry, Organic
Fullerenes
Functional groups
Metals
NMR
Nuclear magnetic resonance
Physical Sciences
Salts
Science & Technology
Substrates
FERRIC PERCHLORATE
MEDIATED SYNTHESIS
1,3-DIPOLAR CYCLOADDITION
FUSED FULLERENE
CHIRAL FULLERENES
AROMATIC-ALDEHYDES
ONE-STEP REACTION
POLYHYDROXYLATED C-60
MAGNESIUM PERCHLORATE
ACID ESTERS
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Summary:A series of scarce fulleropyrrolidin-2-ols were synthesized by the facile one-step reaction of [60] fullerene with inexpensive and readily accessible amines and 2,2-disubstituted acetaldehydes without the addition of valuable metal salts in moderate yields, comparable to those for most monoadducts reported previously. This strategy exhibits a broad substrate scope and excellent functional group tolerance. A plausible reaction pathway for the formation of fulleropyrrolidin-2-ols is proposed to elucidate the above reaction process.
Bibliography:ObjectType-Article-1
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ISSN:1477-0520
1477-0539
DOI:10.1039/c8ob01903g