Spiro-Fused Perylene Diimide Arrays

被引：128

作者：

Gao, Guangpeng ^{[1
]}

Liang, Ningning ^{[1
,2
]}

Geng, Hua ^{[1
]}

Jiang, Wei ^{[1
]}

Fu, Huiting ^{[1
,2
]}

Feng, Jiajing ^{[1
,2
]}

Hou, Jianhui ^{[1
]}

Feng, Xinliang ^{[3
,4
]}

Wang, Zhaohui ^{[1
]}

机构：

[1] Chinese Acad Sci, CAS Res Educ Ctr Excellence Mol Sci, Inst Chem, Beijing 100190, Peoples R China

[2] Univ Chinese Acad Sci, Beijing 100049, Peoples R China

[3] Tech Univ Dresden, Ctr Advancing Elect Dresden, D-01062 Dresden, Germany

[4] Tech Univ Dresden, Dept Chem & Food Chem, D-01062 Dresden, Germany

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2017年 / 139卷 / 44期

基金：

中国国家自然科学基金;

关键词：

ORGANIC SOLAR-CELLS; C BOND FORMATION; HIGH-PERFORMANCE; ELECTRON-ACCEPTORS; DIHYDROINDENOFLUORENE DERIVATIVES; MOLECULAR ELECTRONICS; H TRANSFORMATION; RYLENE ARRAYS; EFFICIENT; BISIMIDES;

D O I：

10.1021/jacs.7b09140

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The straightforward palladium-catalyzed synthesis protocol toward spiro-fused perylene diimides is developed. The reaction involves two palladium-catalyzed C-H activations and 4-fold C-C bond formation sequence from readily available precursors. This facile and step-economic approach also provides another convenient access to ethylene-bridged dimer (NDP) and further pi-extended spiro system (SNTP). In addition, the molecular structure of spirodiperylenete-traimide (SDP) is illustrated to show a three-dimensional (3D) cruciform configuration, and its absorbance is distinctly red-shifted due to the significant spiroconjugation effect. With combined properties of broadened and intensive absorption, aligned LUMO levels, and unique molecular geometry, the spiro-fused PDI system represents a new kind of high-performance semiconducting framework as the electron acceptor in high-efficiency organic solar cells.

引用

页码：15914 / 15920

页数：7

共 69 条

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