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Ortho-substituent-controlled regioselective cyclisation of 1,4-phenylenediacrylic acid to a linear benzo[1,2-b:4,5-b’]dithiophene derivative as a building block for semiconducting materials
Tetrahedron Letters ( IF 1.8 ) Pub Date : 2020-01-10 , DOI: 10.1016/j.tetlet.2020.151608
Branislav Pavilek , Jozef Kožíšek , Michal Zalibera , Karol Lušpai , Zuzana Cibulková , Júlia Kožíšková , Daniel Végh

The regioselective synthesis of a linear benzo[b]dithiophene (BDT) regioisomer 10 is described. Regioselectivity is accomplished by di-substitution with bromine atoms in the starting material 9. The properties and structures of all prepared compounds 9-11 were studied in detail by NMR spectroscopy and X-ray crystallography analysis. This method should provide an efficient and simple way to obtain linear BDT derivatives 10 and 11, which are crucial building blocks for modern semiconducting materials. In particular BDT 10 obtained by the described method features three different types of halogen atom in the structure; therefore, it could be an excellent precursor for further selective molecular design.

2009 Elsevier Ltd. All rights reserved.



中文翻译:

1,4-苯二丙烯酸的邻位取代基控制的区域选择性环化为线性苯并[1,2- b:4,5- b ']二噻吩衍生物,作为半导体材料的基础

描述了线性苯并[ b ]二噻吩(BDT)区域异构体10的区域选择性合成。通过用原料9中的溴原子二取代来实现区域选择性。所有制备的化合物的性质和结构9 - 11详细通过NMR光谱和X-射线晶体学分析进行了研究。此方法应提供一种有效且简单的方法来获得线性BDT导数1011,这是现代半导体材料的关键组成部分。特别是BDT 10通过所述方法获得的结构的特征在于三种不同类型的卤素原子;因此,它可能是用于进一步选择性分子设计的极好的前体。

2009 Elsevier Ltd.保留所有权利。

更新日期:2020-01-10
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