Short synthesis of alkyl-substituted acenes using carbonyl-directed C-H and C-O functionalization.
Short synthesis of alkyl-substituted acenes using carbonyl-directed C-H and C-O functionalization.
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DOI：
10.1021/ol301608m
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发表时间：
2012-07
期刊：
影响因子：
5.2
通讯作者：
D. Matsumura;K. Kitazawa;S. Terai;Takuya Kochi;Y. Ie;Masashi Nitani;Y. Aso;F. Kakiuchi
中科院分区：
文献类型：
--
作者：
D. Matsumura;K. Kitazawa;S. Terai;Takuya Kochi;Y. Ie;Masashi Nitani;Y. Aso;F. Kakiuchi
本文报道了一种简便的合成四烷基蒽和并五苯的新方法，即在铼催化下，由相应的苯醌进行区域选择性的C-H烷基化反应。二烷基二芳基并五苯也是通过二甲氧基并五苯醌的化学选择性串联C-H烷基化/C-O芳基化反应合成的。结果表明，四烷基并五苯在空气中在黑暗中是稳定的，并具有适当的HOMO能级作为p型有机场效应晶体管（OFFEs）的活性材料。
A convenient method for the synthesis of tetraalkylanthracenes and -pentacenes by means of ruthenium-catalyzed regioselective C-H alkylation of the corresponding acenequinones was developed. Dialkyldiarylpentacene was also synthesized using chemoselective tandem C-H alkylation/C-O arylation of dimethoxypentacenequinone. It was suggested that a tetraalkylpentacene is stable under air in the dark and possesses an appropriate HOMO level as active material for p-type organic field-effect transistors (OFETs).