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Synthesis of 1,2,5,6- and 1,4,5,8-Anthracenetetrone: Building Blocks for π-Conjugated Small Molecules and Polymers

preprint
submitted on 02.05.2018 and posted on 03.05.2018 by Florian Glöcklhofer, Berthold Stöger, Johannes Fröhlich
Reliable reactions for the synthesis of two interesting anthracenetetrones have been identified and optimized. Both syntheses start from dihydroxy-9,10-anthraquinones and were selected for maximized efficiency and minimized work load. Work-up of all reactions can be achieved without column chromatography, which facilitates further scale-up. So far, both target compounds are considerably underexplored despite their promising molecular structure for use in devices and in organic synthesis, especially as building blocks for π-conjugated compounds. The crystal structure of 1,4,5,8-anthracentetrone is reported.

Funding

TU Wien

History

Email Address of Submitting Author

florian.gloecklhofer@tuwien.ac.at

Institution

Institute of Applied Synthetic Chemistry, TU Wien

Country

Austria

ORCID For Submitting Author

0000-0002-6911-8563

Declaration of Conflict of Interest

No conflict of interest

Licence

Exports