Department of Chemistry, University of Aberdeen, Meston Walk, Aberdeen, AB24 3UE, UK.
ChemistryOpen. 2022 Jun;11(6):e202200092. doi: 10.1002/open.202200092.
Studies have been performed aimed at the synthesis of N-heteroacenes via substitution reactions of 4,5-difluoro-1,2-dinitrobenzene with a diamine. The fluorine atoms are displaced first, followed by an activated nitro group. Two intermediates have been characterised by X-ray single-crystal structure determinations. Their intermolecular interactions were examined by Hirshfeld surfaces to assess their suitability for organic molecular electronics. The high reactivity of the phenazine, which is prone to oxidise and rearrange, as are displacement products prepared from it, is explained by the formation of a cis-aci-nitro form from the secondary amine of the phenazine and a nitro group.
已经进行了通过 4,5-二氟-1,2-二硝基苯与二胺的取代反应合成 N-杂芳族化合物的研究。氟原子首先被取代，然后是活化的硝基。通过 X 射线单晶结构测定对两个中间体进行了表征。通过 Hirshfeld 表面检查它们的分子间相互作用，以评估它们在有机分子电子学中的适用性。由于 phenazine 易于氧化和重排，以及由其制备的取代产物，因此 phenazine 的仲胺和硝基形成顺式 aci-nitro 形式解释了其高反应性。
