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Updated: Jun 1, 2026

Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions
Published on: July 30, 2017
2-(Benzoyl-amino-meth-yl)pyridinium chloride
Christian Koch1, Helmar Görls, Matthias Westerhausen
1Institute of Inorganic and Analytical Chemistry, Friedrich-Schiller-Universität Jena, August-Bebel-Strasse 2, D-07743 Jena, Germany.
Abstract:
The title compound, C(13)H(13)N(2)O(+)·Cl(-), (1), was obtained as a colorless crystalline by-product during the synthesis of N-(2-pyridylmeth-yl)benzoyl-amine (2). The C-O bond length of 1.231 (2) Å in the benzoyl unit of (1) is slightly elongated in comparison with isolated C=O double bonds as also observed for (2) [1.237 (2) Å]. The N-C bond length of 1.345 (2) Å in the benzoic acid amide unit indicates the formation of an allylic O-C-N system and is very similar to the N-C bond lengths [1.345 (2) Å] of the pyridyl group. A further delocalization of charge from this allylic system into the phenyl fragment does not occur, which can be deduced from a characterisitc C-C single bond length of 1.499 (2) Å between these fragments. A dimer is formed via N-H⋯Cl hydrogen bonds. The two rings make a dihedral angle of 105.0 (2)°
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