Catalytic C–H Arylation of Tetrathiafulvalenes for the Synthesis of Functional Materials,Synthesis

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Catalytic C–H Arylation of Tetrathiafulvalenes for the Synthesis of Functional Materials
Synthesis ( IF 2.2 ) Pub Date : 2020-09-08 , DOI: 10.1055/s-0040-1707256
Hideki Yorimitsu ₁ , Aya Yoshimura _{2,

3} , Yohji Misaki _{2,

3,

4}

Affiliation

Abstract

Sulfur-containing functional π-conjugated cores play key roles in materials science, mostly due to their unique electrochemical and photophysical properties. Among these, the excellent electron donor tetrathiafulvalene (TTF) has occupied a central position since the emergence of organic electronics. Peripheral C–H modification of this highly useful sulfur-containing motif has resulted in the efficient creation of new molecules that expand the applications of TTFs. This Short Review begins with the development of the palladium-catalyzed direct C–H arylation of TTF. Subsequently, it summarizes the applications of this efficient C–H transformation for the straightforward synthesis of useful TTF derivatives that are employed in a variety of research fields, demonstrating that the development of a new reaction can have a significant impact on chemical science.

1 Introduction

2 Development of the Palladium-Catalyzed Direct C–H Arylation of TTF

3 Synthesis of TTF-Based Tetrabenzoic Acid and Tetrapyridine for MOFs

4 Synthesis of TTF-Based Tetrabenzaldehyde and Tetraaniline for COFs

5 Tetraarylation of TTFAQ

6 Synthesis of Multistage-Redox TTF Derivatives

7 Miscellaneous Examples

8 Conclusions

Publication History

Received: 19 June 2020

Accepted after revision: 16 July 2020

Publication Date:
08 September 2020 (online)

Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany

中文翻译：

四硫富瓦烯催化CH-H酰化反应合成功能材料

摘要

含硫的功能性π共轭核在材料科学中起着关键作用，主要是由于其独特的电化学和光物理性质。其中，自有机电子学问世以来，优异的电子给体四硫富瓦烯（TTF）占据了中心位置。这种高度有用的含硫基序的外围C–H修饰导致有效创建新分子，从而扩展了TTF的应用范围。这篇简短的评论始于钯催化的TTF的直接C–H芳基化反应的发展。随后，它总结了这种有效的C–H转换在直接合成有用的TTF衍生物的应用，这些有用的TTF衍生物被广泛用于各种研究领域，

1个介绍

2 钯催化TTF的直接CH芳基化

3 基于MOFs的TTF基四苯甲酸和四吡啶的合成

4 基于TTF的四苯甲醛和四苯胺用于COF的合成

5 TTFAQ的四元化

6 多级氧化还原TTF衍生物的合成

7 其他例子

8 结论