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Paper | Regular issue | Vol 71, No. 3, 2007, pp.589-596
Published online, 15th January, 2007
DOI: 10.3987/COM-06-10960
Solvation Effects on Imidazolium Salts That Contain Alkyl Side Chains

Allan D. Headley,* S. R. S. Saibabu Kotti, and Bukuo Ni

*Department of Chemistry, Texas A & M University-Commerce1, Commerece, TX 57429, U.S.A.


Solvation effects of imidazolium salts that contain alkyl side chains in the 1 and 3 positions have been analyzed using multi-linear regression equations. The major contribution for the solvation of these compounds comes from the solvents’ hydrogen bond acceptor basicity contribution, in which there is an interaction between the solvent and H2 hydrogen of the imidazolium cation. Another solvation effect, which is minimal, comes from the solvents’ hydrogen bond donor acidity contribution, which serves to solvate the anions. The nature of the anion plays a role in the solvation of the anions. Salts with hard anions are solvated to a lesser extent via the solvents’ hydrogen bond acceptor basicity; whereas, salts with softer anions are solvated to a larger extent via this mode. There is not much discrimination in the solvation of imidazolium salts that contain the same anion and different alkyl groups in positions 1 and 3.