Efficient Microwave-Assisted Synthesis of PCBM Methanofullerenes (C60 and C70)

被引:4
作者
Hadad, Caroline [1 ]
Syrgiannis, Zois [1 ]
Bonasera, Aurelio [1 ]
Prato, Maurizio [1 ]
机构
[1] Univ Trieste, Dipartimento Sci Chim & Farmaceut, Ctr Excellence Nanostruct Mat CENMAT, INSTM,Unit Trieste, I-34127 Trieste, Italy
关键词
Microwave chemistry; Fullerenes; Semiconductors; Cyclopropanation; HETEROJUNCTION SOLAR-CELLS; BISADDUCTS;
D O I
10.1002/ejoc.201403563
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
PCBM is a fullerene derivative (phenyl-C-61-butyric acid methyl ester) considered to be one of the best n-type organic semiconductors and plays a relevant role in organic photovoltaic solar cells. Much effort has been devoted to the optimization of the synthesis of PCBM derivatives. In this paper, PC61BM and PC71BM fullerene mono-adducts but also PCBM-like derivatives are successfully prepared by a one-step cyclopropanation reaction under microwave irradiation. The products are collected in good yields in short time, during which isomerization of the open [5,6] to the closed [6,6] form takes place in situ. In addition, with the use of two cycles of irradiation, a series of mixtures of bis-adduct PCBM-like derivatives were also obtained in good yields.
引用
收藏
页码:1423 / 1427
页数:5
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