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Updated: May 27, 2026

Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
(E)-N-(Ferrocenyl-methyl-idene)(pyridin-3-yl)methanamine.
Nadia Adams1, Thomas Gerber, Cedric McCleland
1Nelson Mandela Metropolitan University, Summerstrand Campus, Department of Chemistry, University Way, Summerstrand, PO Box 77000, Port Elizabeth 6031, South Africa.
This study details the crystal structure of a novel iron compound, [Fe(C(5)H(5))(C(12)H(11)N(2))]. The research highlights eclipsed cyclo-penta-dienyl rings and specific intermolecular interactions within the crystal lattice.
Area of Science:
- Organometallic Chemistry
- Crystallography
- Supramolecular Chemistry
Background:
- Ferrocene derivatives are crucial in various chemical applications.
- Understanding crystal packing and intermolecular forces is key to material properties.
Purpose of the Study:
- To elucidate the crystal structure and intermolecular interactions of the title compound, [Fe(C(5)H(5))(C(12)H(11)N(2))].
- To analyze the conformation of cyclo-penta-dienyl rings and the configuration of the imine group.
- To investigate the role of hydrogen bonding and pi-stacking in crystal assembly.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
- Analysis of bond lengths, bond angles, and intermolecular contacts was performed.
- Conformational analysis of the ferrocenyl moiety and the imine ligand was conducted.
Main Results:
- The cyclo-penta-dienyl rings in the ferrocenyl moiety adopt an eclipsed conformation.
- The imine ligand exhibits E-configuration.
- Intermolecular C-H⋯N and C-H⋯π interactions organize the molecules into undulating sheets.
- The centroid-centroid distance between aromatic systems in the ferrocenyl moiety is 3.2928(18) Å.
Conclusions:
- The crystal structure of [Fe(C(5)H(5))(C(12)H(11)N(2))] is characterized by specific ring conformations and intermolecular interactions.
- These interactions, including C-H⋯N hydrogen bonds and C-H⋯π stacking, dictate the supramolecular architecture.
- The findings contribute to the understanding of structure-property relationships in organometallic compounds.
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