Rational Monomer Design towards 2D Polymers: Synthesis of a Macrocycle with Three 1,8-Anthrylene Units

被引：30

作者：

Kissel, Patrick ^{[1
]}

Schlueter, A. Dieter ^{[1
]}

Sakamoto, Junji ^{[1
]}

机构：

[1] ETH, Dept Mat, Polymer Chem Lab, CH-8093 Zurich, Switzerland

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2009年 / 15卷 / 36期

关键词：

anthracenes; cross-coupling; photodimerization; macrocycles; topochemical polymerization; ANTHRACENE-ACETYLENE OLIGOMERS; MULTIGRAM-SCALE SYNTHESIS; BUILDING-BLOCKS; PHOTODIMERIZATION; POLYMERIZATION; MONOLAYERS; CHEMISTRY; PHOTOCHEMISTRY; CONSTRUCTION; GRAPHENE;

D O I：

10.1002/chem.200900781

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A study was conducted to demonstrate the synthesis of a macrocycle with three 1,8-anthrylene units. Anthracene units were selected as connection sites to conduct the investigations. The 1,8-anthrylene building blocks were prepared starting from 1-(triisopropylsilyl)ethynyl-8-(trimrthylsilyl)e-thynyl-anthracene and 1,8-di[(trimethylsilyl)ethynyl]anthracene. The set of building blocks were iteratively assembled into the target compound on the basis of the Sonogashira cross-coupling protocol. Feasibility of the synthesis of the macrocycle was successfully demonstrated by iterative use of palladium-catalyzed cross-coupling protocols. Milligram-scale synthesis of the macrocycle and a similar structure that carried OH groups were investigated.

引用

页码：8955 / 8960

页数：6

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