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Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
Tetra-ethyl-ammonium 7,12-di-cyano-1-carba-closo-dodeca-borate
Marcus A Juhasz1, Douglas H Juers2, Gregory E Dwulet1
1Department of Chemistry, Whitman College, Walla Walla, WA 99362, USA.
Abstract:
In the title compound, C8H20N(+)·C3H10B11N2 (-), the carborane anion cage displays nearly-perfect Cs symmetry, with the two CN groups lying on a noncrystallographic mirror plane that bis-ects the cage. In the crystal, the anions form extended chains along the a-axis direction, with C-H⋯N hydrogen bonds linking consecutive anions. The C N bond lengths (and B-C N angles) in the nitrile moities are 1.1201 (19) Å, 178.60 (15)° and 1.1433 (17) Å, 179.45 (15)°, similar to those observed in organic nitriles. A hydrogen bond between a methylene H atom of the cation and the N atom in one of the nitrile groups of the anion is the closest contact between the anion and cation, at 2.52 Å.
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