A Computational and Experimental Study of the Conformers of Pyrrolidinium Ionic Liquid Cations Containing an Ethoxy Group in the Alkyl Side Chain

We investigate the conformers of the N-methoxyethyl-N-methylpyrrolidinium () and N-ethoxyethyl-N-methylpyrrolidinium () ionic liquid cations by means of DFT calculations at the B3LYP/ level and we calculate their infrared vibration frequencies. The comparison with the absorbance spectra of two ionic liquids containing these ions indicates good performance of such a combination of theory and basis set. The lowest energy conformer of each pyrrolidinium cation displays equatorial-envelope geometry; however, in contrast with the prototypical PYR14, the main alkyl side chain is not in an all-trans configuration, but it tends to be bent. Moreover, calculations indicate that the LUMO orbital extends more along the alkyl side chain in and than in the parent ion 1-butyl-1-methylpyrrolidinium (PYR14).