Synthesis and Reactivity of Dithienopyrazines

05 January 2023, Version 1
This content is a preprint and has not undergone peer review at the time of posting.


Heteroacenes developed to widely used building blocks in organic semiconductors for application in organic electronics due to their tunable structures and properties concomi¬ant with inherent stability. Here, we report efficient preparation and investigation of so far unknown heterotriacenes, basic anti- and syn-dithienopyrazines 5 and 6. The comparison of the two isomers with respect to electronic properties and follow-up reactions gives insights into structure-property and -reactivity relationships. Examples of tran¬sition metal-catalyzed C-C cross-coupling reactions of corresponding halogenated derivatives show the practical impact for extended pi-conjugated systems applied in optoelectronic devices.


electrophilic halogenation
C-C coupling reaction
X-ray structure analysis


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