A Review on the Synthetic Methods towards Benzothienobenzothiophenes

IF 7 2区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY Chemical record Pub Date : 2024-03-08 DOI:10.1002/tcr.202400019
Nandana S. K., Rahul P., Sheba Ann Babu, Jubi John, Henning Hopf
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Abstract

Benzothienobenzothiophenes (BTBTs) are a class of heteroacenes for which two distinct isomers have been identified depending on the locations of the fused benzothiophene motifs. Benzothienobenzothiophenes represent a class of heteroacenes demonstrating remarkable electronic properties that make them prominent in the realm of organic semiconductors. The structure of BTBTs, incorporating two sulfur atoms, contributes to their unique electronic characteristics, including narrow bandgaps and effective charge transport pathways. These compounds have gained attention for their high charge carrier mobility, making them desirable candidates for application in organic field-effect transistors (OFETs) and other electronic devices. Researchers have explored various synthetic strategies to design and tailor the properties of BTBT derivatives, leading to advancements in the development of high-performance organic semiconductors. Various synthetic techniques for benzothienobenzothiophenes have been reported in the literature including multistep synthesis, tandem transformations, electrochemical synthesis, and annulations. This review investigates the generality of each synthetic methodology by highlighting its benefits and drawbacks, and it analyses all synthetic approaches described for the creation of the two isomers. For the advantage of the readers, we have delved upon every mechanism of the reactions that are known. Finally, we have also summarized the synthetic methodologies that are used for making benzothienobenzothiophene analogues for material applications.

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苯并噻吩的合成方法综述。
苯并噻吩(BTBTs)是一类杂环烯,根据融合的苯并噻吩基团位置的不同,已经发现了两种不同的异构体。苯并噻吩代表了一类具有显著电子特性的杂环烯,使其在有机半导体领域大放异彩。BTBTs 的结构包含两个硫原子,因此具有独特的电子特性,包括窄带隙和有效的电荷传输途径。这些化合物因其电荷载流子迁移率高而备受关注,成为有机场效应晶体管(OFET)和其他电子器件的理想候选材料。研究人员探索了各种合成策略来设计和定制 BTBT 衍生物的特性,从而推动了高性能有机半导体的发展。文献中报道了各种苯并噻吩的合成技术,包括多步合成、串联转化、电化学合成和环化。本综述通过强调每种合成方法的优点和缺点来研究其通用性,并分析了用于生成两种异构体的所有合成方法。为了便于读者阅读,我们深入研究了已知反应的每一种机理。最后,我们还总结了用于制造材料应用的苯并噻吩类似物的合成方法。
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来源期刊
Chemical record
Chemical record 化学-化学综合
CiteScore
11.00
自引率
3.00%
发文量
188
审稿时长
>12 weeks
期刊介绍: The Chemical Record (TCR) is a "highlights" journal publishing timely and critical overviews of new developments at the cutting edge of chemistry of interest to a wide audience of chemists (2013 journal impact factor: 5.577). The scope of published reviews includes all areas related to physical chemistry, analytical chemistry, inorganic chemistry, organic chemistry, polymer chemistry, materials chemistry, bioorganic chemistry, biochemistry, biotechnology and medicinal chemistry as well as interdisciplinary fields. TCR provides carefully selected highlight papers by leading researchers that introduce the author''s own experimental and theoretical results in a framework designed to establish perspectives with earlier and contemporary work and provide a critical review of the present state of the subject. The articles are intended to present concise evaluations of current trends in chemistry research to help chemists gain useful insights into fields outside their specialization and provide experts with summaries of recent key developments.
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