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CuBr/PMDETA‐Mediated Reactions of [60]Fullerene with Active Halides: Preparation of Methano[60]Fullerene Derivatives
Author(s) -
Yang HaiTao,
Tian ZongYong,
Ruan XiaoJiao,
Zhang Min,
Miao ChunBao,
Sun XiaoQiang
Publication year - 2012
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201200759
Subject(s) - chemistry , fullerene , fullerene chemistry , halide , sulfonyl , reaction mechanism , combinatorial chemistry , organic chemistry , medicinal chemistry , catalysis , alkyl
An efficient protocol for the synthesis of methano[60]fullerene derivatives linked with a single electron‐withdrawing group has been developed through one‐step reaction of [60]fullerene with active halides mediated by CuBr/pentamethyldiethylenetriamine. Many functional groups including esters, ketones, amides, and sulfonyl groups could be easily introduced onto the fullerene skeleton by using this methodology. A plausible reaction mechanism, but not the atom transfer radical process, was proposed for the formation of the methano[60]fullerene derivatives.