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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, 19:09 and posted on 03.05.2018, 13:47 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