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Updated: Jun 1, 2026

Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
(E)-1,3-Bis(2,3,4,5,6-penta-fluoro-phen-yl)prop-2-en-1-one
1Institut für Organische Chemie, TU Bergakademie Freiberg, Leipziger Strasse 29, D-09596 Freiberg/Sachsen, Germany.
This study details the molecular structure of a novel fluorinated organic compound. Key findings include the specific spatial arrangement of its perfluorinated arene rings and the conformation of its double and single bonds.
Area of Science:
- Organic Chemistry
- Crystallography
Background:
- Perfluorinated organic compounds are of interest due to their unique electronic properties.
- Understanding the three-dimensional structure of such molecules is crucial for predicting their behavior and applications.
Purpose of the Study:
- To elucidate the crystal structure and molecular geometry of the title compound, C(15)H(2)F(10)O.
- To analyze the spatial relationships between the perfluorinated arene rings, the olefinic double bond, and the carbonyl group.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular structure.
- Analysis of bond lengths, bond angles, and dihedral angles provided detailed geometric information.
Main Results:
- The two perfluorinated arene rings are tilted at an angle of 66.08°.
- The olefinic double bond exhibits an E configuration, and the adjacent single bond adopts an s-trans conformation.
- The carbonyl group is non-coplanar with one arene ring but coplanar with the olefinic double bond.
Conclusions:
- The crystal structure reveals a specific, non-planar arrangement of the functional groups in C(15)H(2)F(10)O.
- The observed conformation and ring tilt are important structural features for this fluorinated organic molecule.
- No significant intermolecular interactions like hydrogen bonding or pi-stacking were observed in the crystal lattice.
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