The possible aromatic conjugation via the different edges of(car)borane clusters − Can the relationship between 3D and 2Daromatic systems be reconciled?

Buzsáki, Dániel and Gál, Dalma and Harcsa-Pintér, Zsófia and Kalabay, László and Kelemen, Zsolt (2023) The possible aromatic conjugation via the different edges of(car)borane clusters − Can the relationship between 3D and 2Daromatic systems be reconciled? CHEMISTRY-A EUROPEAN JOURNAL. ISSN 0947-6539

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Abstract

The possible aromatic conjugation between 3D and 2Daromatic 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 global3D/2D aromaticity does not exist. Despite this fact during the lastyears several studies propose interactions between 2D and 3Dmoieties. Herein, while tuning the size and the effective charge of the(car)borane systems, we demonstrate that global aromatic charactercan be excluded in any investigated cases, and the detectableconjugative properties can be explained the effect of the well-knownnegative hyperconjugation

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