Synthesis of large polycyclic aromatic hydrocarbons:: Variation of size and periphery
Synthesis of large polycyclic aromatic hydrocarbons:: Variation of size and periphery
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DOI：
10.1021/ja000832x
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发表时间：
2000-08-16
影响因子：
15
通讯作者：
Müllen, K
中科院分区：
文献类型：
--
作者：
Dötz, F;Brand, JD;Müllen, K
在温和条件下，以合适的低聚亚苯基为前体，通过氧化环化脱氢反应合成了一系列新的具有不同周边结构的多环芳烃。这种大的多环芳烃被认为是二维石墨部分，其电子性质预计将收敛到宏观石墨。低聚亚苯基骨架的合成主要基于Diels-Alder反应或环三聚反应。它们随后被转化为含有多达78个碳原子的平面芳烃。由于扩展的多环芳烃的溶解度不足，通过激光解吸/电离飞行时间质谱和薄膜的UV/可见光谱实现表征。
A new series of polycyclic aromatic hydrocarbons (PAHs) with different peripheries was synthesized via oxidative cyclodehydrogenation of suitable oligophenylene precursors under mild conditions. Such large PAHs are considered to be two-dimensional graphite sections whose electronic properties are expected to converge to those of macroscopic graphite. The synthetic buildup of the oligophenylene frameworks was mainly based either on Diels-Alder reactions or on cyclotrimerizations. They were subsequently converted into planar aromatic hydrocarbons containing up to 78 carbon atoms. Due to the insufficient solubility of extended PAHs, characterization was achieved by laser desorption/ionization time-of-flight mass spectrometry and UV/visible spectroscopy of thin films.