Recent advances in development of bibenzo[c]thiophene derivatives for application in functional materials

IF 1.5 4区 化学 Q3 CHEMISTRY, ORGANIC Tetrahedron Letters Pub Date : 2025-01-30 DOI:10.1016/j.tetlet.2024.155393
Yousuke Ooyama, Keiichi Imato
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Abstract

1,1′- and 4,4′-bibenzo[c]thiophenes as the 1,1′-dimer and 4,4′-dimer of benzo[c]thiophene, respectively, have gained more and more attention in recent years because of pioneering challenge to the development of facile and efficient synthetic method and their attractive photophysical and electrochemical properties to be a promising fluorophore and photosensitizer for highly efficient bioimaging, phototheranostics, and optoelectronic devices. Thus, this review is focused on development of bibenzo[c]thiophene derivatives and their potential as a π-building block for creating new functional materials. First, synthetic methods for 1,1′- and 4,4′-bibenzo[c]thiophene derivatives, and their photophysical and electrochemical properties such as photoabsroption, fluorescence, and redox properties and HOMO and LUMO energy levels are discussed. Moreover, we present not only a practical application of bibenzo[c]thiophene unit to optoelectronic devices and fluorescence bioimaging and phototherapy bust also creation of a new-type functional dye material composed of bibenzo[c]thiophene skeleton.

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二苯并[c]噻吩衍生物在功能材料中的应用研究进展
1,1′-和4,4′-双苯并[c]噻吩作为苯并[c]噻吩的1,1′-二聚体和4,4′-二聚体,近年来受到越来越多的关注,因为它们对简便高效的合成方法的发展提出了先进性的挑战,以及它们吸引人的光物理和电化学性能,是一种很有前途的荧光团和光敏剂,可用于高效的生物成像、光疗和光电器件。因此,本文综述了双苯并[c]噻吩衍生物的研究进展及其作为合成新型功能材料的π-基元的潜力。首先,讨论了1,1 ' -和4,4 ' -二苯并[c]噻吩衍生物的合成方法,以及它们的光物理和电化学性质,如光吸收、荧光、氧化还原性质和HOMO和LUMO能级。此外,我们不仅提出了苯并[c]噻吩单元在光电器件和荧光生物成像和光治疗中的实际应用,而且还创建了一种由苯并[c]噻吩骨架组成的新型功能染料材料。
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来源期刊
Tetrahedron Letters
Tetrahedron Letters 化学-有机化学
CiteScore
3.50
自引率
5.60%
发文量
521
审稿时长
28 days
期刊介绍: Tetrahedron Letters provides maximum dissemination of outstanding developments in organic chemistry. The journal is published weekly and covers developments in techniques, structures, methods and conclusions in experimental and theoretical organic chemistry. Rapid publication of timely and significant research results enables researchers from all over the world to transmit quickly their new contributions to large, international audiences.
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