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      On the Chemical Stabilities of Ionic Liquids

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          Abstract

          Ionic liquids are novel solvents of interest as greener alternatives to conventional organic solvents aimed at facilitating sustainable chemistry. As a consequence of their unusual physical properties, reusability, and eco-friendly nature, ionic liquids have attracted the attention of organic chemists. Numerous reports have revealed that many catalysts and reagents were supported in the ionic liquid phase, resulting in enhanced reactivity and selectivity in various important reaction transformations. However, synthetic chemists cannot ignore the stability data and intermolecular interactions, or even reactions that are directly applicable to organic reactions in ionic liquids. It is becoming evident from the increasing number of reports on use of ionic liquids as solvents, catalysts, and reagents in organic synthesis that they are not totally inert under many reaction conditions. While in some cases, their unexpected reactivity has proven fortuitous and in others, it is imperative that when selecting an ionic liquid for a particular synthetic application, attention must be paid to its compatibility with the reaction conditions. Even though, more than 200 room temperature ionic liquids are known, only a few reports have commented their effects on reaction mechanisms or rate/stability. Therefore, rather than attempting to give a comprehensive overview of ionic liquid chemistry, this review focuses on the non-innocent nature of ionic liquids, with a decided emphasis to clearly illuminate the ability of ionic liquids to affect the mechanistic aspects of some organic reactions thereby affecting and promoting the yield and selectivity.

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          Most cited references130

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          Applications of ionic liquids in the chemical industry.

          In contrast to a recently expressed, and widely cited, view that "Ionic liquids are starting to leave academic labs and find their way into a wide variety of industrial applications", we demonstrate in this critical review that there have been parallel and collaborative exchanges between academic research and industrial developments since the materials were first reported in 1914 (148 references).
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            Characterization and comparison of hydrophilic and hydrophobic room temperature ionic liquids incorporating the imidazolium cation

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              Ionic liquid (molten salt) phase organometallic catalysis.

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                Author and article information

                Journal
                Molecules
                Molecules
                molecules
                Molecules
                Molecular Diversity Preservation International
                1420-3049
                25 September 2009
                September 2009
                : 14
                : 9
                : 3780-3813
                Affiliations
                Department of Chemistry and Biochemistry, National Chung Cheng University, 168 University Road, Chia-Yi, 621 Taiwan
                Author notes
                [* ]Author to whom correspondence should be addressed; E-Mail: cheyhc@ 123456ccu.edu.tw ; Tel.: +886-5-242-8148; Fax: +886-5-272-1040.
                Article
                molecules-14-03780
                10.3390/molecules14093780
                6255040
                19783957
                d6a9485d-d8f8-49fe-bf0e-c79007dfd5a0
                © 2009 by the authors;

                licensee Molecular Diversity Preservation International, Basel, Switzerland. This article is an open-access article distributed under the terms and conditions of the Creative Commons Attribution license ( http://creativecommons.org/licenses/by/3.0/).

                History
                : 01 July 2009
                : 16 September 2009
                : 18 September 2009
                Categories
                Review

                ionic liquid,imidazolium,pyridinium,phosphonium,quaternary ammonium,chemical stability

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