Tunable aryl alkyl ionic liquids (TAAILs) based on 1-aryl-3,5-dimethyl-1H-pyrazoles

Tunable aryl alkyl pyrazolium tetrafluoroborate ionic liquids/salts: synthesis, characterization, and applications for removal of methyl orange from aqueous solution

“…Dichloromethane, n-butanol, diethyl ether, methanesulfonyl chloride, sodium bicarbonate, sodium sulfate, tetrafluoroboric acid (HBF 4 , 48 wt.% in H 2 O) were acquired from Sigma-Aldrich. Butyl methanesulfonate, and 3,5-dimethyl-1-(p-X-phenyl)-1H-pyrazoles [X: −Br (1a), −OCH 3 (1b), −NO 2 (1c)] were synthesized according to the previous reports [ 36 , 10 ].…”

“…Lately, the synthesis of halide-free ILs has attracted attention because of the difficulties encountered in removing halide impurities, which affect the properties of ILs. The optional second step of the IL synthesis is anion metathesis or anion exchange reactions to obtain ionic liquids with desired anions [8][9][10][11][12][13][14].…”

“…Accordingly, a new type of ILs containing an aryl ring on their cations, specified as tunable aryl alkyl ionic liquids (TAAILs), has been developed recently. The properties of TAAILs could be changed by electronic and steric effects of the substituent at the aryl ring [10,[21][22][23][24][25].…”

Synthesis and Properties of Magnetic Aryl-Imidazolium Ionic Liquids with Dual Brønsted/Lewis Acidity

“…This means that the TAAILs are not restricted to van der Waals interactions; they also allow π-π interactions [34]. A large number of studies on the properties and applications of TAAILs have thus been published [36,37].…”

Cobalt-Catalyzed Hydroarylations and Hydroaminations of Alkenes in Tunable Aryl Alkyl Ionic Liquids

“…On the quest for more sustainability in chemistry, ionic liquids (ILs) are regarded as one of the most potent solvents of the future, − e.g., for application in catalysis. − Their negligible vapor pressure minimizes emission into the environment, because of which they are often labeled as “green solvents”. , At the same time, they are highly thermally, chemically, and electrochemically stable. Most importantly, due to their modular design, their properties can be fine-tuned and thus can be tailored to a specific task. − For this endeavor, we use a new generation of ionic liquids, the tunable aryl alkyl ionic liquids (TAAILs), − with the additional opportunity of fine-tuning the electronic structure of the cation through the aryl ring substitution pattern. , For example, the increased solubility of metal salts in TAAILs has been applied to the extraction of noble metals and rare earth elements . The ability of ionic liquids to dissolve both metal salts and organic substrates allows access to intriguing reusable catalytic systems. − , The utility of TAAILs has previously been demonstrated in the industrially relevant platinum-catalyzed hydrosilylation of olefins …”