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Intramolecular Noncovalent Interactions in Bis-Imidazolium Dications with Short Aliphatic Spacers

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Abstract

Stretched all-trans conformations were found preferable in computed structures of bis-imidazolium dications with short aliphatic (С1–С4) and hydroxyl substituted –СН2–СНОН–СН2– bridges. The molecular electrostatic potential is distributed unevenly in the dications: maxima of molecular electrostatic potential are located near С2Н imidazolium and bridge hydrogens for the α,ω-alkenyl bridges, and close to hydroxyl hydrogen for the hydroxypropane bridge. Intramolecular hydrogen bonds С–Н···ОН contribute to a significantly higher rotational barrier around С1–C2 bond in dications with a hydroxypropane bridge compared with polymethylene bridges.

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  1. L. M. Litvinenko Institute of Physical Organic and Coal Chemistry, 83114, Donetsk, Russia

    O. M. Zarechnaya & V. A. Mikhailov

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Zarechnaya, O.M., Mikhailov, V.A. Intramolecular Noncovalent Interactions in Bis-Imidazolium Dications with Short Aliphatic Spacers. Russ J Gen Chem 93, 1327–1343 (2023). https://doi.org/10.1134/S1070363223060038

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