Superacids of nitrogen and carbon

Rubidium bis(trifluoromethanesulfonyl)imidate dioxane disolvate

“…The distances and angles within the anion of (I) agree well with those of other salts (DesMarteau et al, 1989(DesMarteau et al, , 1992Xue et al, 1997Xue et al, , 2002Haas et al, 1996;Mikami et al, 1998;Polyakov Acta Crystallographica Section C…”

“…Salts of bis(per¯uoroalkanesulfonyl)imides, particularly the tri¯uoromethyl derivatives, have been found to serve as solutes for polymer electrolytes, leading to dramatically improved performance (Armand et al, 1990;Nowinski et al, 1994). This behavior is due in part to the remarkable acidity of these compounds (Koppel et al, 1994;DesMarteau, 1995). The resonance stabilization of the conjugate base anions of the acids results from extensive delocalization of charge over the SO 2 ÐNÐSO 2 framework.…”

“…With cations offering no strong interactions, these anions have been found to give salts with good potential as ionic liquids (Golding et al, 1998). On the other hand, with metal cations they serve as multidentate ligands that bond to multiple metal centers to maximize electrostatic interaction (DesMarteau et al, 1989(DesMarteau et al, , 1992Xue et al, 1997Xue et al, , 2002. These interactions result in the formation of ionic hydrophilic and per¯uoroalkyl hydrophobic regions, which typically associate into layers consisting of an ionic core with per¯uoroalkyl surfaces.…”

Synthesis of 3,6-dioxa-Δ7-4-trifluoromethyl perfluorooctyl trifluoromethyl sulfonimide: bis[(perfluoroalkyl)sulfonyl] superacid monomer and polymer

“…Previous work has shown that the reaction of sulfonyl fluorides with silylated sulfonamides yields the corresponding sulfonamide [17,[31][32][33]. This reaction offers a viable route to the synthesis of the perfluorinated sulfonimide monomer 16 in high yield from 9, CF 2 ¼CFOCF 2 CF(CF 3 )OCF 2 CF 2 SO 2 F. Since 9 was not readily available, it had to be synthesized before coupling with sodium trimethylsilyl trifluoromethyl sulfonamide 13.…”

“…1) and evolved from small molecule work on perfluoroalkylsulfonyl derivatives to form carbon and nitrogen xenon bonds [15,16]. Beginning in the late 1970s, numerous Brfnsted nitrogen superacids were synthesized and are known as bis((perfluoroalkyl)sulfonyl)imides [17]. The parent member of this family is (CF 3 SO 2 ) 2 NH, which has a pK a value of 7.8 in acetic acid (CF 3 SO 2 H ¼ 4.7) [18] and was shown in gas phase acidity measurements to have a much greater acidity than CF 3 SO 3 H and HI [19].…”