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二噻吩并[1,4]噻嗪和双[1]苯并噻吩并[1,4]噻嗪-吩噻嗪电子密度富同系物的有机金属合成与功能化。

Dithieno[1,4]thiazines and Bis[1]benzothieno[1,4]thiazines-Organometallic Synthesis and Functionalization of Electron Density Enriched Congeners of Phenothiazine.

机构信息

Institut für Organische Chemie und Makromolekulare Chemie, Heinrich-Heine-Universität Düsseldorf, Universitätsstraße 1, D-40225 Düsseldorf, Germany.

出版信息

Molecules. 2020 May 7;25(9):2180. doi: 10.3390/molecules25092180.

Abstract

This mini-review summarizes the syntheses and functionalizations of dithieno[1,4]thiazines and bis[1]benzothieno[1,4]thiazines, both electron density-enriched congeners of phenothiazines with remarkable electronic properties. Diversity-oriented, straightforward, and efficient syntheses, including versatile one-pot processes, have been developed for the anellated 1,4-thiazines as well as various functionalization for the expansion of the π-systems. Thereby, syntheses of different regioisomers depending on the (benzo)thieno-thiazine anellation are discussed, which exert a deep impact on the electronic properties. The tunable photophysical and electrochemical properties of dithieno[1,4]thiazines and bis[1]benzothieno[1,4]thiazines outscore phenothiazines on many points and promise an enormous potential in molecular electronics and applications beyond.

摘要

本文综述了二噻吩并[1,4]噻嗪和双[1]苯并噻吩并[1,4]噻嗪的合成和功能化,它们是吩噻嗪电子密度富有的同系物,具有显著的电子性质。为了扩展π 体系,已经开发出了多样化导向、直接和有效的合成方法,包括多功能一锅法。因此,根据(苯并)噻吩并噻嗪并环讨论了不同区域异构体的合成,这对电子性质有深远影响。二噻吩并[1,4]噻嗪和双[1]苯并噻吩并[1,4]噻嗪的可调光物理和电化学性质在许多方面超过了吩噻嗪,在分子电子学和超越这些领域的应用中具有巨大的潜力。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1ac7/7248943/d93cfc292e35/molecules-25-02180-g001.jpg

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