Efficient synthesis of symmetrically and unsymmetrically substituted hexaphenylbenzene analogues by Suzuki-Miyaura coupling reactions

被引：38

作者：

Yang, Xiaoyin ^{[1
]}

Don, Xi ^{[1
]}

Muellen, Klaus ^{[1
]}

机构：

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

来源：

CHEMISTRY-AN ASIAN JOURNAL | 2008年 / 3卷 / 04期

关键词：

aromatic compounds; C-C coupling; cyclodehydrogenation; hexabenzocoronene; hexaphenylbenzene;

D O I：

10.1002/asia.200700370

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A series of symmetrically and unsymmetrically substituted hexaphenyl benzene (HPB) analogues were efficiently synthesized by using a sterically hindered Suzuki-Miyaura cross-coupling reaction of arylboronic acids with 1,4-diiodo-2,3,5,6-tetraarylbenzenes under our optimized reaction conditions. The 1,4-diiodo-2,3,5,6-tetraarylbenzenes can be readily prepared by using a one-pot Hart reaction. Oxidative cyclodehydrogenation of the dibromo derivative with FeCl3 gave the corresponding hexabenzocoronene (HBC) derivative in good yield.

引用

页码：759 / 766

页数：8

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