title: Syntheses and characterization of unsymmetric dicationic salts incorporating imidazolium and triazolium functionalities.
abstract: A series of both imidazolium- and triazolium-based unsymmetric dicationic salts with alkyl and polyfluoroalkyl substituents were prepared and characterized. Most of them can be classified as ionic liquids (MP < 100 degrees C). Key physical properties, such as melting point, thermal stability, density, and solubility in common solvents were determined and were compared with those of the related monocationic imidazolium- or triazolium-based salts. The effects of anions and substituents bonded to the triazolium and imidazolium cations on these properties were examined. 1-(3-Butyl-imidazolium-1-yl)methylene-(4-butyl-1,2,4-triazolium diiodide) (2d), the precursor of 1-(3-butylimidazolium-1-yl)methylene-(4-butyl-1,2,4-triazolium) bi[bis(trifluoromethanesulfonyl)amide] (3d), reacted with Pd(OAc)(2) at 120 degrees C to generate a binuclear palladium(II) dicarbene complex. The palladium(II) complex was characterized by single-crystal X-ray diffraction analysis and was used as a catalyst precursor for palladium-catalyzed Heck cross-coupling reactions in 3d. Preliminary results show that 3d could serve as both the solvent and catalyst support in the catalytic reactions.
authors.affiliation: Department of Chemistry, University of Idaho, Moscow, ID 83844-2343, USA.
authors.forename: Ruihu
authors.initials: R
authors.lastname: Wang
authors.forename: Chuan-Ming
authors.initials: CM
authors.lastname: Jin
authors.forename: Brendan
authors.initials: B
authors.lastname: Twamley
authors.forename: Jean'ne M
authors.initials: JM
authors.lastname: Shreeve