Abstract
The title compound, C19H27N2O+·Br−, is the hydrobromide of the trapping product of lithiated N,N,N′,N′-tetramethylethylenediamine (TMEDA) with benzophenone. Thereby, the N atom of the NMe2 group is selectively protonated and the respective trapping product represents a potential tridentate ligand with one O and two N donor atoms. The H atoms at N (H2N) and O (H1O) are involved in hydrogen bonds with the Br−. The molecular structure shows all donor atoms to be arranged on one side of the molecule, thus indicating a potential threefold coordination of a Lewis acid.
Highlights
The title compound, C19H27N2O+ÁBrÀ, is the hydrobromide of the trapping product of lithiated N,N,N0,N0-tetramethylethylenediamine (TMEDA) with benzophenone
The molecular structure shows all donor atoms to be arranged on one side of the molecule, indicating a potential threefold coordination of a Lewis acid
H atoms treated by a mixture of independent and constrained refinement
Summary
Key indicators: single-crystal X-ray study; T = 173 K; mean (C–C) = 0.004 A; R factor = 0.037; wR factor = 0.099; data-to-parameter ratio = 16.6. The title compound, C19H27N2O+ÁBrÀ, is the hydrobromide of the trapping product of lithiated N,N,N0,N0-tetramethylethylenediamine (TMEDA) with benzophenone. Thereby, the N atom of the NMe2 group is selectively protonated and the respective trapping product represents a potential tridentate ligand with one O and two N donor atoms. The H atoms at N (H2N) and O (H1O) are involved in hydrogen bonds with the BrÀ. The molecular structure shows all donor atoms to be arranged on one side of the molecule, indicating a potential threefold coordination of a Lewis acid. Related literature For related literature on direct deprotonation of tertiary amines, see: Strohmann & Gessner (2007a,b,c, 2008a,b), Gessner & Strohmann (2008); Bojer et al (2007); Karsch (1996); Strohmann et al (2008); Kohler et al (1987); Arnold et al (2002)
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