Synthesis of Cyclobutadienoid-Fused Phenazines with Strongly Modulated Degrees of Antiaromaticity
作者:Yew Chin Teo、Zexin Jin、Yan Xia
DOI:10.1021/acs.orglett.8b01190
日期:2018.6.1
The streamlined synthesis of a series of regioisomeric azaacene analogues containing fused phenazine and antiaromatic cyclobutadienoids (CBDs), using a catalytic arene–oxanorbornene annulation, followed by aromatization is reported. Controlling the fusion patterns allowed strong modulation of local antiaromaticity. Enhancing antiaromaticity in these regioisomeric azaacenes led to stabilized LUMO, reduced
据报道,使用催化芳烃-氧杂降冰片烯环化,然后进行芳构化,可以简化一系列含有稠合吩嗪和抗芳族环丁二烯类化合物(CBDs)的区域异构氮杂双烯类似物的合成。控制融合模式允许强烈调节局部抗芳香性。在这些区域异构的氮杂并氮杂苯中增加抗芳香性可导致稳定的LUMO,减小的带隙和猝灭的荧光。这种合成策略提供了一种简便的方法,可将具有不同程度的抗芳香性的CBD融合到N-杂芳烃上,以调节其光电性能。