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Chemistry of Dicationic Diboranes
European Journal of Inorganic Chemistry ( IF 2.2 ) Pub Date : 2020-07-02 , DOI: 10.1002/ejic.202000483
Anna Widera 1 , Erik Filbeck 1 , Hans-Jörg Himmel 1
Affiliation  

Cationic monoboranes are commonly associated with elusive and highly electrophilic compounds used in modern organic synthesis. By contrast, only a few cationic diboranes are known and their chemistry comparatively underdeveloped. This review highlights some aspects of these species and their reactivity focusing primarily on especially stable guanidinate‐bridged cations investigated by our group. Contrary to the intuitive presumption, sp2‐hybridized cationic diboranes discussed herein serve not exclusively as Lewis acids, but also as two electron donors capable for reduction of organic π‐acidic substrates. The latter proves them both as versatile synthetic reagents and valuable building blocks for the synthesis of remarkably stable macrocyclic structures with interesting electronic properties. The high tendency for formation of nonclassical multicenter bonding reflects in the dimerization behavior of cationic diborane species presented herein, leading to highly electron‐deficient tetraboranes with unprecedented aromatic structures.

中文翻译:

阳离子二硼烷的化学

阳离子单硼烷通常与现代有机合成中使用的难以捉摸且高度亲电子的化合物相关。相比之下,只有少数阳离子乙硼烷是已知的,其化学性质还相对欠发达。这篇综述着重介绍了这些物种的某些方面及其反应性,主要集中在我们小组研究的特别稳定的胍基桥连阳离子上。与直观推定相反,本文讨论的sp 2-杂交阳离子乙硼烷不仅用作路易斯酸,还用作两个能够还原有机π的电子给体酸性底物。后者证明了它们既是通用的合成试剂,又是有价值的结构单元,用于合成具有令人感兴趣的电子特性的非常稳定的大环结构。形成非经典多中心键的高趋势反映在本文呈现的阳离子乙硼烷物质的二聚行为中,从而导致具有前所未有的芳族结构的高度缺电子的四硼烷。
更新日期:2020-08-24
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