期刊
CHEMICAL COMMUNICATIONS
卷 54, 期 80, 页码 11244-11259出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c8cc05965a
关键词
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资金
- Ministry of Education, Culture, Sports, Science and Technology (MEXT), Japan [JP15H05760, JP16H04187]
Fullerene cations, namely [60]fullerene radical cation (C-60(center dot+)) and organo[60]fullerenyl cation (RC60+), are less investigated as intermediates in synthetic fullerene chemistry because of the intrinsic electronegativity of C-60. Remarkably, these two intermediates can mediate reactions that afford versatile, unique and unexpected fullerene derivatives. This review article mainly describes these C-60(center dot+) and RC60+ intermediates and includes a variety of topics, from the generation of C-60(center dot+) and RC60+ species to their applications in fullerene modification reactions, such as Friedel-Crafts hydroarylation, nucleophilic addition, dimerization, intramolecular rearrangement reactions, and intramolecular cyclization reactions. Additionally, this review deeply discusses the mechanism of the formation of unique [60]fullerene derivatives involving [60]fullerene radical cation and organo[60]fullerenyl cation intermediates. In addition, the electrochemical properties and photovoltaic performance of these fullerene derivatives produced through C-60(center dot+) or RC60+-mediated reactions are discussed in this review.
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