Synthesis of π-Conjugated Polymer Consisting of Pyrrole and Fluorene Units by Ru-Catalyzed Site-Selective Direct Arylation Polycondensation

被引：36

作者：

Lu, Wei ^{[1
]}

Kuwabara, Junpei ^{[1
]}

Kanbara, Takaki ^{[1
]}

机构：

[1] Univ Tsukuba, Tsukuba Res Ctr Interdisciplinary Mat Sci TIMS, Grad Sch Pure & Appl Sci, Tsukuba, Ibaraki 3058573, Japan

来源：

MACROMOLECULAR RAPID COMMUNICATIONS | 2013年 / 34卷 / 14期

关键词：

directing group; 1-(2-pyrimidinyl)pyrrole; polycon-densation; Ru-catalyst; site-selective direct arylation; C-H ARYLATION; GENERATED MAGNESIUM AMIDE; LOW-BANDGAP POLYMERS; BOND FUNCTIONALIZATIONS; ALTERNATING COPOLYMERS; EFFICIENT APPROACH; POLY(3-HEXYLTHIOPHENE); OPTIMIZATION; PERFORMANCE; DERIVATIVES;

D O I：

10.1002/marc.201300303

中图分类号：

O63 [高分子化学（高聚物）];

学科分类号：

070305 ; 080501 ; 081704 ;

摘要：

Polycondensation of 1-(2-pyrimidinyl)pyrrole with 2,7-dibromo-9,9-dioctylfluorene via Ru-catalyzed direct arylation gives the corresponding conjugated polymer with a molecular weight of 19 800 in 86% yield. The introduction of directing group, 2-pyrimidinyl substituent, into the pyrrole monomer induces ortho-metalation and provides the site-selective direct arylation polycondensation at the alpha-position of pyrrole unit without the protection of beta-position. The removal of 2-pyrimidinyl substituent on the pyrrole unit proceeds efficiently and results in the enhancement of coplanarity along the main chain of the polymer.

引用

页码：1151 / 1156

页数：6

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