Synthesis and cofacial pi-stacked packing arrangement of 6,13-bis(alkylthio)pentacene.
[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.
Kobayashi
Kenji
K
Department of Chemistry, Faculty of Science, Shizuoka University, Suruga-ku, Japan. skkobay@ipc.shizuoka.ac.jp
Shimaoka
Reishi
R
Kawahata
Masatoshi
M
Yamanaka
Masamichi
M
Yamaguchi
Kentaro
K