Materials Chemistry

3D and 2D aromaticies: Like oil and water? The case of benzocarborane derivatives and 3D/3D fusions

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Abstract

2D/2D fusion of aromatic halves leading to a global aromatic is found in many polycyclic aromatic hydrocarbons. 3D/3D aromaticity is also found in fused boranes that follow the Jemmis’ mno rule, but 2D/3D aromaticity is difficult or impossible to achieve.

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Changes done to answer the reviewer's requests.

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Supplementary material

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Supplementary information of "3D and 2D aromaticies: Like oil and water? The case of benzocarborane derivatives and 3D/3D fusions"
Table S1. NICS (in ppm) and MCI (in e) of rings of fused carborane and PAH system, and relative energies compared to the most stable isomer. Table S2. NICS and MCI of C2B10H12 and reference PAHs. Fig. S1. Bond lengths of the PAHs. Table S3. Cartesian coordinates of 3D/3D fused systems. Table S4. Cartesian coordinates of fused systems between carborane and PAHs. Table S5. Cartesian coordinates of reference aromatic systems. Table S6. Bond length alternation for the series of compounds under analysis. BLA has been computed as the longest and shortest bond lengths for each system. In the fused systems, no atom involved in the fusion between the two units has been considered. Only B-B bonds have been considered for the carboranes. Fig. S2 QTAIM data. QTAIM localization and delocalization indices of the 3D/3D systems formed from [Sn12]2- and [Sn10]2- clusters, and comparison to those for [B10H10]2-.