Buzsáki Dániel, Gál Dalma, Harcsa-Pintér Zsófia, Kalabay László, Kelemen Zsolt
Wigner Research Centre for Physics, P.O. Box 49, H-1525, Budapest, Hungary.
Department of Inorganic and Analytical Chemistry, Budapest University of Technology and Economics, Műegyetem Rkp 3., 1111, Budapest, Hungary.
Chemistry. 2024 Nov 4;30(61):e202402970. doi: 10.1002/chem.202402970. Epub 2024 Oct 16.
The possible aromatic conjugation between 3D and 2D aromatic units is in the focus since the synthesis of benzocarborane. It has been showed that in the 3D aromatic icosahedral 1,2-dicarba-closo-dodecaborane systems fused with 2D aromatic rings a global 3D/2D aromaticity does not exist. Despite this fact during the last years several studies proposed interactions between 2D and 3D moieties. Herein, while tuning the size and the effective charge of the (car)borane systems, we demonstrate that global aromatic character can be excluded in any investigated cases, and the detectable conjugative properties can be explained the effect of the well-known negative hyperconjugation.
自苯并碳硼烷合成以来，三维与二维芳香单元之间可能存在的芳香共轭一直是研究的重点。研究表明，在与二维芳香环稠合的三维芳香二十面体1,2-二碳代-闭式-十二硼烷体系中，不存在全局的三维/二维芳香性。尽管如此，在过去几年里，有几项研究提出了二维和三维部分之间的相互作用。在此，通过调整（碳）硼烷体系的尺寸和有效电荷，我们证明在任何研究的情况下都可以排除全局芳香特征，并且可检测的共轭性质可以用众所周知的负超共轭效应来解释。
