School of Chemistry, Cardiff University, Main Building, Park Place, Cardiff, CF10 3AT, UK.
Department of Chemistry, University of Namur (UNamur), Rue de Bruxelles 61, Namur, 5000, Belgium.
Angew Chem Int Ed Engl. 2017 Apr 10;56(16):4483-4487. doi: 10.1002/anie.201700907. Epub 2017 Mar 21.
The first rational synthesis of a BN-doped coronene derivative in which the central benzene ring has been replaced by a borazine core is described. This includes six C-C ring-closure steps that, through intramolecular Friedel-Crafts-type reactions, allow the stepwise planarization of the hexaarylborazine precursor. UV/Vis absorption, emission, and electrochemical investigations show that the introduction of the central BN core induces a dramatic widening of the HOMO-LUMO gap and an enhancement of the blue-shifted emissive properties with respect to its all-carbon congener.
首次对 BN 掺杂的冠状衍生物进行了合理的合成，其中中心苯环被硼氮杂环戊烷核心取代。这包括六个 C-C 环闭步骤，通过分子内傅克型反应，使六芳基硼氮杂环戊烷前体逐步平面化。紫外/可见吸收、发射和电化学研究表明，引入中心 BN 核会导致 HOMO-LUMO 带隙显著变宽，并相对于其全碳同系物增强了蓝移发射性质。
