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Keywords = carbonium ylide

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14 pages, 3804 KiB  
Article
Carboranes as Lewis Acids: Tetrel Bonding in CB11H11 Carbonium Ylide
by Maxime Ferrer, Ibon Alkorta, José Elguero and Josep M. Oliva-Enrich
Crystals 2021, 11(4), 391; https://doi.org/10.3390/cryst11040391 - 7 Apr 2021
Cited by 7 | Viewed by 3225
Abstract
High-level quantum-chemical computations (G4MP2) are carried out in the study of complexes featuring tetrel bonding between the carbon atom in the carbenoid CB11H11—obtained by hydride removal in the C-H bond of the known closo-monocarbadodecaborate anion CB11H [...] Read more.
High-level quantum-chemical computations (G4MP2) are carried out in the study of complexes featuring tetrel bonding between the carbon atom in the carbenoid CB11H11—obtained by hydride removal in the C-H bond of the known closo-monocarbadodecaborate anion CB11H12(−) and acting as Lewis acid (LA)—and Lewis bases (LB) of different type; the electron donor groups in the tetrel bond feature carbon, nitrogen, oxygen, fluorine, silicon, phosphorus, sulfur, and chlorine atomic centres in neutral molecules as well as anions H(−), OH(−), and F(−). The empty radial 2pr vacant orbital on the carbon centre in CB11H11, which corresponds to the LUMO, acts as a Lewis acid or electron attractor, as shown by the molecular electrostatic potential (MEP) and electron localization function (ELF). The thermochemistry and topological analysis of the complexes {CB11H11:LB} are comprehensively analysed and classified according to shared or closed-shell interactions. ELF analysis shows that the tetrel C⋯X bond ranges from very polarised bonds, as in H11B11C:F(−) to very weak interactions as in H11B11C⋯FH and H11B11C⋯O=C=O. Full article
(This article belongs to the Special Issue Carborane: Dedicated to the Work of Professor Alan Welch)
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