(B–N)2-Heterocycles

(BâN)2-杂环

• 批准号: 426304286
• 负责人: Professor Dr. Hermann A. Wegner
• 金额: --
• 依托单位: Institut für Organische Chemie
• 依托单位国家: 德国
• 项目类别: Research Grants
• 财政年份: 2019
• 资助国家: 德国
• 起止时间: 2018-12-31 至 2022-12-31
• 项目状态: 已结题
• 来源: https://gepris.dfg.de/gepris/projekt/426304286?language=en
• 关键词: Heterocycles

Research towards the synthesis of new organic structural themes and the understanding of their physical properties is as important as ever before. In this context metal-free systems have gained increasing interest in the area of materials science for, inter alia, applications in energy conversion (e.g. organic solar cells) or storage (e.g. organic flow batteries). Inspired by our work on bidentate Lewis acid catalysis as well as azobenzene switches we could show that the combination of phenyl-bisborohydride species and azobenzenes furnishes 2,3,1,4-benzodiazadiborinanes in one step, which only have been scarcely investigated. Surprisingly, when benzo[c]cinnolin was used instead of the azobenzene a novel diradical was isolated.In this project, we will systematically investigate the preparation of such stable diradicals and study their properties. Interestingly, upon treatment with pyridine, the diradical is converted into a novel (B–N)2-acene, supporting the feasibility of such structures. Hence, the second part will be devoted to the synthesis of such novel extended (B–N)2-π-systems, which will be not only be of interest for fundamental understanding of polycyclic B,N-heteroaromatics, but also show promise for applications as new materials. The project will be supported by computations.

研究新的有机结构主题的合成及其物理性质的认识与以往一样重要。在这种情况下，无金属系统在材料科学领域获得了越来越大的兴趣，特别是在能量转换（例如有机太阳能电池）或存储（例如有机液流电池）方面的应用。受我们在双齿刘易斯酸催化和偶氮苯开关方面的工作的启发，我们可以证明苯基双硼氢化物和偶氮苯的结合可以一步合成2,3,1,4-苯二氮杂二硼烷，这方面的研究很少。令人惊讶的是，当用苯并[c]肉桂醇代替偶氮苯时，一种新的二自由基被分离出来。在本项目中，我们将系统地研究这种稳定双自由基的制备及其性质。有趣的是，经吡啶处理后，双自由基转化为一种新的（B-N）2-烯，支持这种结构的可行性。因此，第二部分将致力于合成这种新的扩展（B, n）2-π-体系，这不仅对了解多环B， n -杂芳烃有重要意义，而且在新材料方面也有很大的应用前景。该项目将由计算支持。