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Structure and isomerization in 4,4′-biimidazoles: a comparison of crystal structures and theoretical calculations of 2,2′-dimethyl-4,4′-biimidazole and 2,2′-dimethyl-4,4′-biimidazolium bis-trifluoroactate

✍ Scribed by Weidong Zhang; Christopher P Landee; Roger D Willett; Mark M Turnbull

Publisher
Elsevier Science
Year
2003
Tongue
French
Weight
262 KB
Volume
59
Category
Article
ISSN
0040-4020

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✦ Synopsis

The crystal structures of the compounds 2,2 0 -dimethyl-4,4 0 -biimidazole dihydrate (1) and 2,2 0 -dimethyl-4,4 0 -biimidazolium bistrifluoroacetate (2) have been determined. Compound 1 is linked into a three dimensional network via hydrogen bonding between the imidazole nitrogens and the water molecules, while compound 2 forms sheets through hydrogen bonding between the acetate and imidazolium ions. Theoretical calculations for 1 show that the particular prototropic tautomer observed in the crystal structure is not the lowest energy isomer. This observation is justified in terms of hydrogen bonding to the lattice water molecules.

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