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Updated: Jun 1, 2026

A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
Published on: August 16, 2018
1,2-Diphenyl-2-(m-tolyl-amino)ethanone
Abstract:
The title compound, C(21)H(19)NO, belongs to the family of α-amino-ketones. The structure contains three benzene rings, two of which [the phenyl ring in the 1-position (B) and the methylaniline ring (A)] are nearly coplanar [dihedral angle = 5.4 (1)°], whereas the phenyl ring in the 2-position (C) is nearly normal to them [dihedral angles = 81.8 (1) and 87.0 (1)° for A/C and B/C, respectively]. The conformation of the N-H bond is syn to the C=O bond, favouring the formation of a centrosymmetric dimer of mol-ecules in the crystal structure. The mol-ecular packing is consolidated by this N-H⋯O hydrogen-bonding network.
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