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Updated: Dec 21, 2025

A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
Published on: August 16, 2018
4-Chloro-2-((E)-{3-[1-(hydroxy-imino)eth-yl]phen-yl}imino-meth-yl)phenol
1School of Chemical and Biological Engineering, Lanzhou Jiaotong University, Lanzhou 730070, People's Republic of China.
Abstract:
The title compound, C(15)H(13)ClN(2)O(2), adopts an E conformation with respect to the azomethine C=N bond. The aniline and phenol rings are almost coplanar, making a dihedral angle of 3.33 (2)°. In the crystal, the mol-ecules lie about inversion centers, forming dimers that are connected by inter-molecular O-H⋯N hydrogen bonds, resulting in six-membered rings with graph-set motif R(2) (2)(6). In addition, there is a strong inter-molecular O-H⋯N hydrogen-bonding inter-action, resulting in an S(6) ring motif. Weak π-π inter-actions between the benzene rings [centroid-centroid distance = 3.809 (1) Å] further stabilize the crystal structure.
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