Imidazolium triflate

Scheme 4.4 Synthesis of imidazolium triflate ionic liquids from alkylimidazoles (where R is an alkyl group)...

Fig. 13 X-ray crystal structures of two 2D assemblies with components that radiate from a central core (a) tris(imidazolium) triflate salt and (b) phloroglucinol and 2,4-dimethyl-pyridine solid.

Whereas most 2D finite crystalline assemblies exhibit a cyclic structure, 2D assemblies with components that radiate, or branch, from a central core have also been reported (Fig. 13).30,31 In particular, Kraft and Frohlich have reported a tris(imidazolium) triflate salt with anions that assemble along the exterior of a 1,3,5-trisubstituted benzene (Fig. 13a).30 Three imidazoline groups directed the assembly... 

Leclercq L, Suisse L, Agbossou-Niedercorn F (2008) Biphasic hydroformylation in ionic liquids interaction between phosphane ligands and imidazolium triflate, toward an asymmetric process. Chem Commun 3 311-313... 

Various additives have been added to PFSA membranes to either replace the water or to retain the water at higher temperatures. Nafion has been swollen with phosphoric acid and a conductivity of 0.05 S/cm has been achieved at 150°C. Unfortimately, the anode fails after a short period of time in these membranes so no successful FC tests have been run. 1-Butyl,3-methyl imidazolium triflate and tetrafluoroborate have also been used to swell Nafion giving a conductivity of 0.1 S/cm at 180°C. Nafion has also been swollen with heterocycle solutions, imidazole, and imidazolium salts in trifluoroacetate and trifluoro methane sulfonate solution, although the reported conductivities are more modest, 10 S/cm at 100°C. Acetic acid and tetra-n-butylammonium chloride solutions of the heteropoly acid (HPA), 12-phosphotungstic acid (PTA), have all been used with Nafion giving improved FC performance at 110°C and 120°C, respectively, vs. the undoped PFSA. ... 

Lanthanoids As mentioned in several cases above, some lanthanoid triflates displayed more or less catalytic activity for alkenol cyclizations. In one optimized case, several alkenol cyclizations were performed with Ln(OTf)3, Sm(OTf)3, and Yb(OTf)3 as catalysts (1 mol%) at 120°C in an ionic liquid as solvent (W-ethyl-W-methyl-imidazolium triflate) [73]. Addition of 2,6-di-ferf-butylpyridine blocked the activity of Yb(OTf)3 nevertheless, the authors argue that triflic acid, even though it catalyzed the reaction in a blind test, could not have been the hidden active catalyst, because triflic acid was not found by NMR spectroscopy in a vacuum transfer of volatiles from the reaction solution. 

IV-Phenylimidazolium triflate IV-Phenylimidazolium perchlorate 2-(Bromo)-4,5-(dicyano)imidazole IV-Methylbenzimidazolium triflate Pyridinium tetrafluoroborate IV-Methylanilinium trifluoroacetate lV-(p-Acetylphenyl)imidazolium triflate IV-Phenylimidazolium tetrafluoroborate ImidazoUum perchlorate 5-(/t-Nitrophenyl)-l//-tetrazole 4,5- (Dicy ano)imidazDle 4-(Phenyl)imidazDlium triflate Benzimidazolium tetrafluoroborate Imidazolium tetrafluoroborate Imidazolium triflate Benzimidazolium triflate 2-(Phenyl)imidazolium triflate A-Methylimidazolium triflate 4-(Methyl)imidazolium triflate l//-Tetrazole... 

Further, it is noteworthy that imidazolium triflate allows O-selective condensation of a nucleoside and a nucleoside phosphoramidite without protection of the nucleobase (eq 1). ... 

One year later, Glorius et al designed and prepared a femily of novel enantio-merically pure imidazolium triflates 60 from bioxazolines and oxazolineimines... 

Leclercq, L., Suisse, L, Nowogrocki, G. and Agbossou-Niedercorn, F., Halide-free highly-pure imidazolium triflate ionic liquids Preparation and use in palladium-catalysed allylic alkylation, Green Chem. 9 (10), 1097-1103 (2007). 

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