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Hexaalkylguanidinium trifluoromethanesulfonates - A general synthesis from tetraalkylureas and triflic anhydride, and properties as ionic liquids
Kunkel, Helene,Maas, Gerhard
, p. 3746 - 3757 (2007)
More than thirty hexaalkylguanidinium trifluoromethanesulfonates 12 were prepared from N,N-diethyl-N′,N′-dimethylurea, N,N-dibutyl-N′, N′-diethylurea, or tetrabutylurea, triflic anhydride, and a dialkylamine or cyclic sec-amine in two steps. The combination of the urea and triflic anhydride first yields a bis(tetraalkylamidinio)ether bis(triflate) 10, which is then converted into a salt 12 by reaction with the amine component. The reaction sequence can also be carried out as a one-pot procedure. Eighteen of the prepared guanidinium triflates 12 constitute room-temperature ionic liquids, which were characterized for their melting point, glass transition temperature, viscosity, and refractive index. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.
