Tricyclohexylphosphine-Catalyzed Cycloaddition of Enynoates with [60]Fullerene and the Application of Cyclopentenofullerenes as n-Type Materials in Organic Photovoltaics

被引：29

作者：

Wu, An-Ju ^{[1
]}

Tseng, Po-Yen ^{[1
]}

Hsu, Wei-Hsin ^{[1
]}

Chuang, Shih-Ching ^{[1
]}

机构：

[1] Natl Chiao Tung Univ, Dept Appl Chem, Hsinchu 30010, Taiwan

来源：

ORGANIC LETTERS | 2016年 / 18卷 / 02期

关键词：

OPEN-CIRCUIT VOLTAGE; SOLAR-CELLS; ENANTIOSELECTIVE SYNTHESIS; FACILE SYNTHESIS; EFFICIENCY; PERFORMANCE; PHOSPHINES; ALLENOATES; BISADDUCT; FULLERENE;

D O I：

10.1021/acs.orglett.5b03293

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The tricyclohexylphosphine-catalyzed [3 + 2] cycloaddition of (E)-alkyl 5-substituted phenylpent-4-en-2-ynoates with [60]fullerene was studied. This reaction undergoes an initial 1,3-addition of phosphines toward the alpha-carbons of enynoates. Subsequent cycloaddition of the generated 1,3-dipoles with [60]fullerene and elimination of tricyclohexylphosphines resulted in cyclopentenofullerenes in 2043% yields. The isolated cyclopentenofullerenes were observed to serve as n-type materials in organic photovoltaics, providing a maximum average power conversion efficiency of 3.79 +/- 0.29% upon embedding with P3HT in the active layer.

引用

页码：224 / 227

页数：4

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