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Unusual Transformation of the Diarylmethanol Derivative into an Unknown 1,2,3,6,7,10-Hexahydroxylated Anthracene System

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posted on 31.03.2006, 00:00 by Piotr Bałczewski, Marek Koprowski, Agnieszka Bodzioch, Bernard Marciniak, Ewa Różycka-Sokołowska
10-Benzyloxy-1,2,3-trimethoxy-6,7-(methylene-1,3-dioxy)anthracene as a potential material for molecular electronics was synthesized from the O-benzyl-protected diarylmethanol derivative containing the 1,3-dioxyethylene acetal function via a one-pot procedure under acidic conditions (1 N HCl, methanol, 60 h) in 60% yield. The replacement of methanol for benzene resulted in hydrolysis of the acetal function in 96% yield.

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