caa a22 4500 605511225 CHVBK 20210128100650.0 cr unu---uuuuu 210128e20150901xx s 000 0 eng 10.1007/s00894-015-2786-y doi (NATIONALLICENCE)springer-10.1007/s00894-015-2786-y DFT study of 1-butyl-3-methylimidazolium salicylate: a third-generation ionic liquid [Elektronische Daten] [Stevan Armaković, Sanja Armaković, Milan Vraneš, Aleksandar Tot, Slobodan Gadžurić] A detailed theoretical investigation of the third-generation ionic liquid (IL) 1-butyl-3-methylimidazolium salicylate ([BMIM][Sal]), performed within the framework of density functional theory (DFT), is presented in this paper. The B3LYP-D3, M06-2X, and M06-2X-D3 functionals were used to obtain the equilibrium geometries of the two ions [BMIM]+ and [Sal]-. It is shown that the equilibrium ion geometries obtained with the dispersion-corrected B3LYP functional are very close to the ion geometries obtained with the M06-2X and M06-2X-D3 functionals. Global reactivity was assessed using molecular orbital theory and quantum molecular descriptors. Molecular electrostatic potential (MEP) surfaces and average local ionization energy (ALIE) surfaces were created in order to elucidate the charge distribution and reactivity of the investigated IL. Ion-pair binding energies were calculated with all three functionals, and the results confirmed the presence of a strong electrostatic interaction between the ions, while further insight into the interactions between the two ions was obtained by analyzing noncovalent interactions based on the reduced density gradient (RDG) surface, which revealed a total of nine interactions between the ions. Finally, the aromaticity of each ion was investigated by calculating the nucleus-independent chemical shift (NICS) parameter, which indicated that significant changes in the charge delocalization on each ion occur when the two ions interact. Springer-Verlag Berlin Heidelberg, 2015 DFT nationallicence Ionic liquids nationallicence BMIM salicylate nationallicence MEP nationallicence ALIE nationallicence RDG nationallicence NICS nationallicence Armaković Stevan Faculty of Sciences, Department of Physics, University of Novi Sad, Trg D. Obradovića 4, 21000, Novi Sad, Serbia aut Armaković Sanja Faculty of Sciences, Department of Chemistry, Biochemistry and Environmental Protection, University of Novi Sad, Trg D. Obradovića 3, 21000, Novi Sad, Serbia aut Vraneš Milan Faculty of Sciences, Department of Chemistry, Biochemistry and Environmental Protection, University of Novi Sad, Trg D. Obradovića 3, 21000, Novi Sad, Serbia aut Tot Aleksandar Faculty of Sciences, Department of Chemistry, Biochemistry and Environmental Protection, University of Novi Sad, Trg D. Obradovića 3, 21000, Novi Sad, Serbia aut Gadžurić Slobodan Faculty of Sciences, Department of Chemistry, Biochemistry and Environmental Protection, University of Novi Sad, Trg D. Obradovića 3, 21000, Novi Sad, Serbia aut Journal of Molecular Modeling Springer Berlin Heidelberg 21/9(2015-09-01), 1-10 1610-2940 21:9<1 2015 21 894 https://doi.org/10.1007/s00894-015-2786-y text/html Onlinezugriff via DOI BK010053 XK010053 XK010000 Metadata rights reserved Springer special CC-BY-NC licence nationallicence 1 research-article jats NATIONALLICENCE NATIONALLICENCE NL-springer NATIONALLICENCE 856 40 https://doi.org/10.1007/s00894-015-2786-y text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Armaković Stevan Faculty of Sciences, Department of Physics, University of Novi Sad, Trg D. Obradovića 4, 21000, Novi Sad, Serbia aut NATIONALLICENCE 700 1- Armaković Sanja Faculty of Sciences, Department of Chemistry, Biochemistry and Environmental Protection, University of Novi Sad, Trg D. Obradovića 3, 21000, Novi Sad, Serbia aut NATIONALLICENCE 700 1- Vraneš Milan Faculty of Sciences, Department of Chemistry, Biochemistry and Environmental Protection, University of Novi Sad, Trg D. Obradovića 3, 21000, Novi Sad, Serbia aut NATIONALLICENCE 700 1- Tot Aleksandar Faculty of Sciences, Department of Chemistry, Biochemistry and Environmental Protection, University of Novi Sad, Trg D. Obradovića 3, 21000, Novi Sad, Serbia aut NATIONALLICENCE 700 1- Gadžurić Slobodan Faculty of Sciences, Department of Chemistry, Biochemistry and Environmental Protection, University of Novi Sad, Trg D. Obradovića 3, 21000, Novi Sad, Serbia aut NATIONALLICENCE 773 0- Journal of Molecular Modeling Springer Berlin Heidelberg 21/9(2015-09-01), 1-10 1610-2940 21:9<1 2015 21 894