Journal ArticleDOI
Manipulating solute nucleophilicity with room temperature ionic liquids.
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It was shown that all of the amines are more nucleophilic in the ionic liquids than in the molecular solvents studied in this work, and can be explained in part by the differing hydrogen-bonding properties, as shown by the Kamlet-Taft solvent parameters and the formation of hydrogen bonds between the solvent and the nucleophiles.Abstract:
In this work we report the effect of ionic liquids on a class of charge-neutral nucleophiles. We have studied the reactions of nbutylamine, di-nbutylamine, and tri-nbutylamine with methyl p-nitrobenzenesulfonate in [bmpy][N(Tf)2], [bmpy][OTf], and [bmim][OTf] (bmpy = 1-butyl-1-methylpyrrolidinium; bmim = 1-butyl-3-methylimidazolium) and compared their reactivities, k2, to those for the same reactions in the molecular solvents dichloromethane and acetonitrile. It was shown that all of the amines are more nucleophilic in the ionic liquids than in the molecular solvents studied in this work. Comparison is also made with the effect of ionic liquids on the reactivity of chloride ions, which are deactivated in ionic liquids. The Eyring activation parameters revealed that changes in the activation entropies are largely responsible for the effects seen. This can be explained in part by the differing hydrogen-bonding properties, as shown by the Kamlet−Taft solvent parameters, of each of these solvents and the form...read more
Citations
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Polarity of ionic liquids determined empirically by means of solvatochromic pyridinium N-phenolate betaine dyes
TL;DR: In this paper, a review of the efforts to determine empirically the polarity of room-temperature ionic liquids by means of the zwitterionic betaine dye 2,6-diphenyl-4-(2,4-6-triphenylpyridinium-1-yl)phenolate is summarized and discussed.
Journal ArticleDOI
Molecular layering of fluorinated ionic liquids at a charged sapphire (0001) surface.
Markus Mezger,Heiko Schröder,Harald Reichert,S. M. Schramm,John Okasinski,S. Schöder,S. Schöder,Veijo Honkimäki,Moshe Deutsch,Benjamin M. Ocko,John Ralston,Michael Rohwerder,Martin Stratmann,Helmut Dosch,Helmut Dosch +14 more
TL;DR: Room-temperature ionic liquids with the tris(pentafluoroethyl)trifluorophosphate anion in contact with a charged sapphire substrate were investigated with submolecular resolution and showed strong interfacial layering, akin to the charge inversion effect.
Journal ArticleDOI
Ionic Liquid as a Green Solvent for Lignin
TL;DR: In this article, the authors examined the application of select ionic liquids (ILs) as aprotic green solvents for lignin and found that up to 20 wt% Lignin can be dissolved in [hmim][CF3SO3], [mmim][MeSO4] and [bmim][meSO4].
Journal ArticleDOI
Amino acid ionic liquids.
Hiroyuki Ohno,Kenta Fukumoto +1 more
TL;DR: Unique phase behavior of the resulting hydrophobic ionic liquids and water mixture is found; the mixture is clearly phase separated at room temperature, but the solubility of water in this IL increases upon cooling, to give a homogeneous solution.
Journal ArticleDOI
Nanoconfined Ionic Liquids
TL;DR: A comprehensive review of nanoconfined ILs, a new class of composites with the intrinsic chemistries of ILs and the original functions of solid matrices, highlighting the potential applications in diverse fields, including catalysis, gas capture and separation, ionogels, supercapacitors, carbonization, and lubrication.
References
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Journal ArticleDOI
Ionic Liquids-New "Solutions" for Transition Metal Catalysis.
Peter Wasserscheid,Wilhelm Keim +1 more
TL;DR: There are indications that switching from a normal organic solvent to an ionic liquid can lead to novel and unusual chemical reactivity, which opens up a wide field for future investigations into this new class of solvents in catalytic applications.
Journal ArticleDOI
Catalytic reactions in ionic liquids
TL;DR: The use of ionic liquids as novel reaction media may offer a convenient solution to both the solvent emission and the catalyst recycling problem, as well as in supercritical carbon dioxide.