Cyclopentannulation and cyclodehydrogenation of isomerically pure 5,11-dibromo-anthradithiophenes leading to contorted aromatics
Cyclopentannulation and cyclodehydrogenation of isomerically pure 5,11-dibromo-anthradithiophenes leading to contorted aromatics
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DOI：
10.1039/c8cc07327a
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发表时间：
2018-12-28
影响因子：
4.9
通讯作者：
Plunkett, Kyle N.
中科院分区：
文献类型：
--
作者：
Bheemireddy, Sambasiva R.;Hussain, Waseem A.;Plunkett, Kyle N.
合成了蒽二噻吩（ADT）的溴代类似物5，11-二溴-2，8-二己基蒽并[2，3-B：76-B]二噻吩，并将其用于钯催化的环戊环化反应，得到环戊环化ADT（CP-ADT）。进一步的Scholl环化脱氢反应得到具有大展角、低光学带隙和低LUMO的扭曲芳族化合物。
Isomerically pure 5,11-dibromo-2,8-dihexylanthra[2,3-b:76-b]dithiophene, a brominated analog of anthracenedithiophene (ADT), was prepared and utilized for a palladium catalyzed cyclopentannulation reaction with 3,3-dimethoxy-phenylacetylene to give cyclopentannulated ADT (CP-ADTs). A further Scholl cyclodehydrogenation reaction gave contorted aromatics with large splay angles, low optical gaps, and low LUMOs.