π-Conjugated Heterotriangulene Macrocycles by Solution and Surface-supported Synthesis toward Honeycomb Networks

被引：91

作者：

Schluetter, Florian ^{[1
]}

Rossel, Frederic ^{[2
]}

Kivala, Milan ^{[1
]}

Enkelmann, Volker ^{[1
]}

Gisselbrecht, Jean-Paul ^{[4
]}

Ruffieux, Pascal ^{[2
]}

Fasel, Roman ^{[2
,3
]}

Muellen, Klaus ^{[1
]}

机构：

[1] Max Planck Inst Polymer Res, D-55128 Mainz, Germany

[2] Swiss Fed Labs Mat Sci & Technol, Empa, Nanotech Surfaces Lab, CH-8600 Dubendorf, Switzerland

[3] Univ Bern, Dept Chem & Biochem, CH-3012 Bern, Switzerland

[4] Univ Strasbourg, Inst Chim, Lab Electrochim & Chim Phys Corps Solide, UMR 7177,CNRS, F-67000 Strasbourg, France

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2013年 / 135卷 / 11期

基金：

瑞士国家科学基金会;

关键词：

SHAPE-PERSISTENT MACROCYCLES; MIYAURA COUPLING PROCESSES; TRIPHENYLAMINE DERIVATIVES; PHOTOPHYSICAL PROPERTIES; TRIANGULENE-TYPE; SPOKED WHEELS; TRIARYLAMINES; POLYMERIZATION; PORPHYRIN; MOLECULES;

D O I：

10.1021/ja400857g

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A comparative analysis between a solution and a surface-mediated synthesis of heterotriangulene macrocycles is reported. The results show a preferential formation of the pi-conjugated macrocycles on surface due to two-dimensional confinement. The macrocycle prepared on a several hundred milligram scale by solution chemistry was characterized by single-crystal X-ray analysis and was furthermore extended toward next generation honeycomb species. Investigation of the photophysical and electronic properties together with the good thermal stability revealed the potential of MC6 as hole-transport material for organic electronics.

引用

页码：4550 / 4557

页数：8

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