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Updated: Jul 18, 2025

Preparation of Contiguous Bisaziridines for Regioselective Ring-Opening Reactions
Published on: July 28, 2022
Di-μ-acetato-bis{[3-benzyl-1-(2,4,6-trimethylphenyl)imidazol-2-ylidene]silver(I)}
Selvakumar Jayaraman1, Roberto Alexander Castillo Guel1, Kotiba Malek1
1Department of Chemistry, Wright State University, 3640 Colonel Glenn Hwy, Dayton, OH, 45435, USA.
Abstract:
The title compound, [Ag2(C2H3O2)2(C19H20N2)2] (2), was readily synthesized by treatment of 3-benzyl-1-(2,4,6-trimethylphenyl)imidazolium chloride with silver acetate. The solution structure of the complex was analyzed by NMR spectroscopy, while the solid-state structure was confirmed by single-crystal X-ray diffraction studies. Compound 2 crystallizes in the triclinic space group , with a silver-to-carbene bond length (Ag-CNHC) of 2.084 (3) Å. The molecule resides on an inversion center, so that only half of the molecule is crystallographically unique. The planes defined by the two imidazole rings are parallel to each other, but not coplanar [interplanar distance is 0.662 (19) Å]. The dihedral angles between the imidazole ring and the benzyl and mesityl rings are 77.87 (12) and 72.86 (11)°, respectively. The crystal structure features π-π stacking interactions between the benzylic groups of inversion-related (-x + 1, -y + 1, -z + 1) molecules and C-H ⋯ π interactions.
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