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Green and Rapid Hydrothermal Crystallization and Synthesis of Fully Conjugated Aromatic Compounds
Angewandte Chemie International Edition ( IF 16.6 ) Pub Date : 2018-07-19 , DOI: 10.1002/anie.201801277
M. Josef Taublaender 1, 2 , Florian Glöcklhofer 1 , Martina Marchetti-Deschmann 3 , Miriam M. Unterlass 1, 2
Affiliation  

Highly fused, fully conjugated aromatic compounds are interesting candidates for organic electronics. With higher crystallinity their electronic properties improve. It is shown here that the crystallization of three archetypes of such molecules—pentacenetetrone, indigo, and perinone—can be achieved hydrothermally. Given their molecular structure, this is a truly startling finding. In addition, it is demonstrated that perinone can also be synthesized in solely high‐temperature water from the starting compounds naphthalene bisanhydride and o‐phenylene diamine without the need for co‐solvents or catalysts. The transformation can be drastically accelerated by the application of microwave irradiation. This is the first report on the hydrothermal generation of two fused heterocycles.

中文翻译:

绿色快速水热结晶和全共轭芳族化合物的合成

高度稠合的,完全共轭的芳族化合物是有机电子学的有趣候选物。结晶度越高,其电子性能越好。在此显示,可以通过水热法实现这种分子的三种原型的结晶-戊烯奈酮,靛蓝和百里香酮。考虑到它们的分子结构,这确实是一个惊人的发现。此外,已证明,紫草酮也可以在高温水中仅由起始化合物萘二氢酐和苯二胺合成,而无需助溶剂或催化剂。微波辐射的应用可以大大加速这种转变。这是关于两个稠合杂环水热生成的第一份报告。
更新日期:2018-07-19
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