Transient-Ligand-Enabled ortho-Arylation of Five-Membered Heterocycles: Facile Access to Mechanochromic Materials

被引：92

作者：

Li, Bijin ^{[1
]}

Seth, Kapileswar ^{[1
]}

Niu, Ben ^{[1
]}

Pan, Lei ^{[1
]}

Yang, Huiwen ^{[1
]}

Ge, Haibo ^{[1
]}

机构：

[1] Indiana Univ Purdue Univ, Dept Chem & Chem Biol, Indianapolis, IN 46202 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2018年 / 57卷 / 13期

基金：

美国国家科学基金会;

关键词：

C-H activation; heterocycles; luminescence; mechanofluorochromism; palladium; C-H ARYLATION; MOLECULAR PACKING; DIRECTING GROUP; FUNCTIONALIZATION; LUMINESCENCE; THIOPHENES; EMISSION; AMINES; DYES;

D O I：

10.1002/anie.201713357

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Reported herein is the first example of a direct arylation of heteroarenes by a transient-ligand-directed strategy without the need to construct and deconstruct the directing group. A wide range of heteroarenes undergoes the coupling with diverse aryl iodides to assemble a large library of highly selective and functionalized 3-arylthiophene-2-carbaldehydes. This route provides an opportunity to rapidly access new mechanofluorochromic materials. Moreover, a novel strategy for mechanochromic luminogens with chromism trends of red- and blue-shifts has been disclosed for the first time by facile functional-group modifications to a common structural core.

引用

页码：3401 / 3405

页数：5

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