4H-Dithieno[2,3-b:3′,2′-e][1,4]thiazines - synthesis and electronic properties of a novel class of electron rich redox systems

Catherine Dostert, Claudia Wanstrath, Walter Frank, Thomas J.J. Müller*

*Corresponding author for this work

Research output: Contribution to journalArticleResearchpeer-review

18 Citations (Scopus)

Abstract

Quantum chemical screening reveals that 4H-dithieno[2,3-b:3′,2′-e][1,4]thiazines possess the highest HOMO among four constitutional isomers, even 0.27 eV higher in energy than the well established 10H-phenothiazine. N-Substituted 4H-dithieno[2,3-b:3′,2′-e][1,4]thiazines are readily accessible by twofold Pd-catalyzed amination. According to cyclic voltammetry dithienothiazines are reversibly oxidized and can be considered as new donors for functional π-systems.

Original languageEnglish
Pages (from-to)7271-7273
Number of pages3
JournalChemical Communications
Volume48
Issue number58
DOIs
Publication statusPublished - 25 Jun 2012
Externally publishedYes

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