Tetra-Aza-Pentacenes by means of a One-Pot Friedländer Synthesis.
Tetra-Aza-Pentacenes by means of a One-Pot Friedländer Synthesis.
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通过弗里兰德一锅法合成四氮杂五苯。
DOI：
10.1002/chem.201805655
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发表时间：
2019
期刊：
影响因子：
--
通讯作者：
M. Thompson
中科院分区：
文献类型：
--
作者：
Narcisse Ukwitegetse;P. Saris;Jonathan R. Sommer;R. Haiges;P. Djurovich;M. Thompson
四氮杂并五苯是一种新型的n型小分子光电子器件材料，但其合成过程较为复杂。本文公开了1，7，8，14-四氮杂五苯（tAP）衍生物（线性和/或弯曲的）的一锅Friedländer合成，尽管不存在外源氧化剂，该衍生物在原位完全芳构化。线性tAP的晶体物理学类似于规则的并五苯，尽管它们的晶体结构不同。二叔丁基苯甲醚取代的直链tAP的LUMO能量为-3.71eV，与公知的受体C60的LUMO能量相似。
Tetra-aza-pentacenes are attractive n-type small molecules for optoelectronic device applications, yet their syntheses are often laborious. Disclosed here is a one-pot Friedländer synthesis of 1,7,8,14-tetraazapentacece (tAP) derivatives (linear and/or bent), fully aromatized in situ despite the absence of an exogenous oxidant. The photophysics of linear tAPs resembles that of regular pentacene though their crystal structures differ. A LUMO energy of -3.71 eV for di-tert-butylanisole-substituted linear tAP is similar to that of the well-known acceptor, C60 .