Synthesis and Cofacial π-Stacked Packing Arrangement of 6,13-Bis(alkylthio)pentacene
Organic Letters2006Vol. 8(11), pp. 2385–2388
Citations Over TimeTop 10% of 2006 papers
Abstract
[reaction: see text] 6,13-Bis(alkylthio)pentacenes directed toward organic field-effect transistors (OFETs) were synthesized by the ZnI(2)-mediated reaction of trans-6,13-dihydroxy-6,13-dihydropentacene with alkylthiols, followed by the dehydrogenative aromatization of the resulting trans-6,13-bis(alkylthio)-6,13-dihydropentacenes with p-chloranil. The X-ray crystallographic analysis of 6,13-bis(methylthio)pentacene reveals that this compound is arranged as a result of cofacial pi-stacking with S-S and S-pi interactions.
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