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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)-1,2-Bis(1-propyl-5,6-dimethyl-1H-benzimidazol-2-yl)ethene
Robert T Stibrany1, Joseph A Potenza
1Department of Chemistry and Chemical Biology, Rutgers, The State University of New Jersey, 610 Taylor Road, Piscataway, New Jersey 08854, USA.
Abstract:
In the title compound, C(26)H(32)N(4), the essentially planar (r.m.s. deviations of 0.0053 and 0.0242 Å) benzimidazole fragments are trans with respect to a central ethene fragment, and are canted in opposite directions by 2.78 (6) and 5.87 (6)° with respect to the ethene plane, giving the mol-ecule a propeller conformation. The terminal ethyl fragments of the pendant n-propyl groups protrude to either side of the benzimidazole planes. Overall, the mol-ecule exhibits a pseudo-center of symmetry at the mid-point of the ethene fragment. Both π-π stacking and typical C-H⋯π inter-actions are notably absent, as are inter-molecular hydrogen bonds. When viewed along the a axis, the structure appears as criss-crossed layers of mol-ecules with the planar fragments separated along the c-cell direction by the protruding ethyl groups.
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