Synthesis and cofacial π-stacked packing arrangement of 6,13-bis(alkylthio)pentacene
Synthesis and cofacial π-stacked packing arrangement of 6,13-bis(alkylthio)pentacene
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DOI：
10.1021/ol060679x
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发表时间：
2006-05-25
期刊：
影响因子：
5.2
通讯作者：
Yamaguchi, Kentaro
中科院分区：
文献类型：
--
作者：
Kobayashi, Kenji;Shimaoka, Reishi;Yamaguchi, Kentaro
[图表]通过ZnI 2介导的反式-6，13-二羟基-6，13-二氢并五苯与烷基硫醇的反应，然后将所得的反式-6，13-双（烷硫基）6，13-二氢并五苯与对氯苯醌进行反式芳构化，合成了针对有机场效应晶体管（OFFEs）的6，13-双（烷硫基）并五苯。X射线晶体学分析表明，该化合物是通过S-S和S-pi相互作用共面π堆积而成的。
[graphics]6,13-Bis(alkylthio)pentacenes directed toward organic field-effect transistors (OFETs) were synthesized by the ZnI2-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.