Weak intramolecular C–H⋯H–B and C–H⋯Cl interactions in C-aminoboryl-o-carboranes

• Reactions of dilithio-o-carborane Li2C2B10H10 with R2NBCl2 (R = Et, iPr) were studied.
• The structures of the resulting mono- and/or bis-C-aminoboryl-o-carboranes were established by X-ray diffraction.
• These carboranes feature combined weak intramolecular C–H⋯H–B hydrogen–hydrogen and C–H⋯Cl hydrogen–chlorine bonding in the solid state.

Reactions of dilithio-o-carborane Li2C2B10H10 (generated in situ from o-carborane 1 and butyllithium) with aminodichloroboranes R2NBCl2 (R = Et, iPr) led to the corresponding mono- and/or bis-C-aminoboryl-o-carboranes. The molecular compositions of the new o-carborane derivatives follow from NMR and MS data as well as from X-ray diffraction analyses. The structures of the new carborane compounds feature combined weak intramolecular C–H⋯H–B hydrogen–hydrogen and C–H⋯Cl hydrogen–chlorine bonding in the solid state.

Three C-borylated o-carborane derivatives, which feature a combination of weak intramolecular hydrogen–hydrogen and weak C–H⋯Cl hydrogen–chlorine interactions, have been synthesized by the reactions of dilithio-o-carborane Li2C2B10H10 with aminodichloroboranes R2NBCl2 (R = Et, iPr) and structurally characterized.Figure optionsDownload as PowerPoint slide