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Abstract
We report the illumination of the exotic and peculiar molecular phenomenon of single-centered, but multiple Lewis acidity for triaryl boranes with fine-tuned steric effects and appropriate symmetry design. The existence of this unique molecular property was indirectly confirmed by the formation of B(sp3)–N(sp3) atropisomeric piperidine–borane adducts using state-of-the-art NMR techniques in combination with computational methods. Additional 19F EXSY experiments also revealed that these sterically strained piperidine–borane adducts display conformational interconversions, which take place via dissociative rather than rotameric mechanism.
Supplementary materials
Title
Supporting Information for the Article "Single-Center, but Multipotent Lewis acids: Illuminating the Multiple Lewis Acidity of Triaryl-Boranes via Atropisomeric Dative Adducts"
Description
Detailed information on the NMR (Sections 1.1, 3, 7) and computational studies (Sections 1.2, 2, 4–5, 8, 10) of the presented piperidine–borane adducts are found in the Supporting Information. The SI includes experimental procedures as well as the full assignment process of the respective piperidine–borane atropisomeric states (Section 6), the atomic coordinates of the computed structures and additional references.
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