Imidazolium-based ionic liquid salts: 3,3'-dimethyl-1,1'-(1,4-phenylenedimethylene)diimidazolium bis(tetrafluoroborate) and 3,3'-di-n-butyl-1,1'-(1,4-phenylenedimethylene)diimidazolium bis(trifluoromethanesulfonate)

Kilivelu Ganesan; Yatimah Alias; Seik Weng Ng

doi:10.1107/S0108270108023111

Imidazolium-based ionic liquid salts: 3,3'-dimethyl-1,1'-(1,4-phenylenedimethylene)diimidazolium bis(tetrafluoroborate) and 3,3'-di-n-butyl-1,1'-(1,4-phenylenedimethylene)diimidazolium bis(trifluoromethanesulfonate)

Acta Crystallogr C. 2008 Sep;64(Pt 9):o478-80. doi: 10.1107/S0108270108023111. Epub 2008 Aug 9.

Authors

Kilivelu Ganesan¹, Yatimah Alias, Seik Weng Ng

Affiliation

¹ Department of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia.

PMID: 18758014
DOI: 10.1107/S0108270108023111

Abstract

Crystallization of the ionic liquid 3,3'-dimethyl-1,1'-(1,4-phenylenedimethylene)diimidazolium bis(tetrafluoroborate), C(16)H(20)N(4)(2+).2BF(4)(-), (I), from its solution in water has permitted the first single-crystal study of an imidazolium-based ionic liquid having a tetrafluoroborate ion as counter-ion. Despite the expectation that the anion would not participate in nonclassical hydrogen bonding, the ionic liquid features C-H...F hydrogen bonds. The dication lies about a center of inversion. The ionic liquid 3,3'-di-n-butyl-1,1'-(1,4-phenylenedimethylene)diimidazolium bis(trifluoromethanesulfonate), C(22)H(32)N(4)(2+).2CF(3)SO(3)(-), (II), features both C-H...F and C-H...O hydrogen bonds.