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Updated: May 20, 2026

Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
(1Z)-1-[(2E)-3-(4-Bromo-phen-yl)-1-(4-fluoro-phen-yl)prop-2-en-1-yl-idene]-2-(2,4-dinitro-phen-yl)hydrazine
Abstract:
In the title mol-ecule, C(21)H(14)BrFN(4)O(4), the mean planes of the two nitro groups form dihedral angles of 3.1 (2) and 7.1 (5)° with the benzene ring to which they are attached. The dinitro-substituted ring forms dihedral angles of 8.6 (2) and 71.9 (2)° with the bromo- and fluoro-substituted benzene rings, respectively. The dihedral angle between the bromo- and fluoro-substituted benzene rings is 80.6 (2)°. There is an intra-molecular N-H⋯O hydrogen bond. In the crystal, pairs of weak C-H⋯O hydrogen bonds form inversion dimers. In addition, π-π stacking inter-actions between the bromo- and dinitro-substituted rings [centroid-centroid separation = 3.768 (2) Å] are observed.
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