Ambidextrous catalytic access to dithieno[3,2-b:2',3'-d]thiophene (DTT) derivatives by both palladium-catalyzed C-S and oxidative dehydro C-H coupling.
Ambidextrous catalytic access to dithieno[3,2-b:2',3'-d]thiophene (DTT) derivatives by both palladium-catalyzed C-S and oxidative dehydro C-H coupling.
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DOI：
10.1021/ol501752f
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发表时间：
2014-08
期刊：
影响因子：
5.2
通讯作者：
P. Oechsle;J. Paradies
中科院分区：
文献类型：
--
作者：
P. Oechsle;J. Paradies
本文描述了通过C-S交叉偶联和氧化脱氢C-H偶联的二噻吩并[3，2-B：2 '，3'-d]噻吩（DTT）衍生物的模块化两步合成。采用钯催化的交叉偶联法合成了二苯并[d，d ']噻吩并[3，2-B; 4，5-b']二噻吩（DBTDT）及其相应的两个给体（茴香基）和受体（乙酰基）取代的DTT衍生物，两步收率为17%~ 71%。5，5 '-二取代的DTT衍生物的特征在于它们的电物理（UV和荧光光谱）和电物理（循环伏安法）性质。
A modular two-step synthesis of dithieno[3,2-b:2',3'-d]thiophene (DTT) derivatives by C-S cross-coupling and oxidative dehydro C-H coupling is herein described. Dibenzo[d,d']thieno[3,2-b;4,5-b']dithiophene (DBTDT) and associated two donor (anisyl) and acceptor (acetyl) substituted DTT derivatives were synthesized by palladium-catalyzed cross-coupling sequences in 17% to 71% yield over two steps. The 5,5'-disubstituted DTT derivatives were characterized in terms of their photophysical (UV and fluorescence spectroscopy) and electrophysical (cyclovoltammography) properties.