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Open AccessReview

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

Institut für Organische Chemie und Makromolekulare Chemie, Heinrich-Heine-Universität Düsseldorf, Universitätsstraße 1, D-40225 Düsseldorf, Germany
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Academic Editor: Antal Csámpai
Molecules 2020, 25(9), 2180; https://doi.org/10.3390/molecules25092180
Received: 16 April 2020 / Revised: 1 May 2020 / Accepted: 2 May 2020 / Published: 7 May 2020
(This article belongs to the Special Issue Synthesis and Structure of Heterocyclic and Organometallic Compounds)
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. View Full-Text
Keywords: bis[1]benzothieno[1,4]thiazine; cross-coupling; dithieno[1,4]thiazine; heterocycles; Organolithium compounds; phenothiazine bis[1]benzothieno[1,4]thiazine; cross-coupling; dithieno[1,4]thiazine; heterocycles; Organolithium compounds; phenothiazine
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MDPI and ACS Style

May, L.; Müller, T.J.J. Dithieno[1,4]thiazines and Bis[1]benzothieno[1,4]thiazines—Organometallic Synthesis and Functionalization of Electron Density Enriched Congeners of Phenothiazine. Molecules 2020, 25, 2180.

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