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Updated: May 15, 2026
08:12
A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
Published on: August 16, 2018
4-(2-Chloro-phenyl-amino)-pent-3-en-2-one.
Gertruida J S Venter1, Alice Brink, Gideon Steyl
1Department of Chemistry, University of the Free State, PO Box 339, Bloemfontein, 9300, South Africa.
Acta Crystallographica. Section E, Structure Reports Online
|January 4, 2013
Summary
This study reveals intramolecular hydrogen bonding in a novel chloro-substituted organic compound. Crystal analysis shows specific C-H⋯O interactions forming a complex three-dimensional molecular network.
Area of Science:
- Crystallography
- Organic Chemistry
- Supramolecular Chemistry
Background:
- Understanding molecular interactions is crucial for designing new materials.
- Intramolecular hydrogen bonding influences molecular conformation and properties.
- Crystal engineering utilizes intermolecular forces to construct ordered structures.
Purpose of the Study:
- To characterize the crystal structure of a novel C(11)H(12)ClNO compound.
- To investigate the presence and role of intramolecular hydrogen bonding.
- To elucidate the intermolecular interactions responsible for crystal packing.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
- Analysis of bond lengths, bond angles, and dihedral angles provided structural insights.
- Intermolecular interaction analysis identified specific hydrogen bonds and other non-covalent forces.
Main Results:
- The crystal structure of C(11)H(12)ClNO was successfully determined.
- Intramolecular N-H⋯O hydrogen bonding was confirmed within the molecule.
- A significant dihedral angle of 46.52° was observed between the benzene ring and the pentenone unit.
- Crystal packing is governed by C-H⋯O interactions, forming a 3D network.
Conclusions:
- The compound exhibits significant intramolecular hydrogen bonding, influencing its conformation.
- Specific C-H⋯O interactions play a key role in stabilizing the crystal lattice.
- The findings contribute to the understanding of structure-property relationships in organic crystals.
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