6,13-Difluoropentacene was synthesized from 1,4-difluorobenzene. Friedel–Crafts annulation of the latter with phthalic anhydride and subsequent reduction of the anthraquinone gave 1,4-difluoroanthracene. After ortho-lithiation and reaction with phthalic anhydride a carboxylic acid was obtained whose Friedel–Crafts acylation and subsequent reductive removal of the oxygen-functionalities resulted in the formation of the target compound. The HOMO–LUMO gap of 6,13-difluoropentacene was determined via UV–vis spectroscopy and compared to other fluorinated pentacenes.

中文翻译：

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6,13-​​二氟并五苯的合成。

由1，4-二氟苯合成6，13-二氟并五苯。Friedel-Crafts用邻苯二甲酸酐将后者环合，然后还原蒽醌，得到1,4-二氟蒽。在邻位锂化并与邻苯二甲酸酐反应后，获得了一种羧酸，该羧酸的Friedel-Crafts酰化反应以及随后的氧官能团还原性去除作用导致目标化合物的形成。通过紫外可见光谱法测定了6,13-​​二氟并五苯的HOMO-LUMO间隙，并将其与其他氟化并五苯进行比较。