Ionic liquid solvents: the importance of microscopic interactions in predicting organic reaction outcomes

2017 ◽  
Vol 89 (6) ◽  
pp. 745-757 ◽  
Author(s):  
Sinead T. Keaveney ◽  
Ronald S. Haines ◽  
Jason B. Harper
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Transition State ◽  
Physical Properties ◽  
Solvent Effects ◽  
Recent Progress ◽  
Comprehensive Understanding ◽  
Organic Reaction ◽  
Microscopic Interactions ◽  
Molecular Solvents

AbstractIonic liquids are attractive alternatives to molecular solvents as they have many favourable physical properties and can produce different organic reaction outcomes compared to molecular solvents. Thus far, interactions between the ionic liquid components and specific sites (such as charged centres, lone pairs and π systems) on the reagents and transition state have been identified as affecting reaction outcome; a comprehensive understanding of these interactions is necessary to allow prediction of ionic liquid solvent effects. This manuscript summarises our recent progress in the development of a framework for predicting the effect of an ionic liquid solvent on the outcome of organic processes. There will be a particular focus on the importance of the different interactions between the ionic liquid components and the species along the reaction coordinate that are responsible for the changes in reaction outcome observed in the cases described.

RESEARCH PROGRESS ON PREDICTION MODELS FOR PHYSICAL PROPERTIES OF IONIC LIQUID

2010 ◽  
Vol 24 (13) ◽  
pp. 1487-1490 ◽  
Author(s):  
QUAN WANG ◽  
XIAO MING WU ◽  
DA YONG ZHANG
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Physical Properties ◽  
Recent Progress ◽  
Prediction Models ◽  
Research Progress ◽  
Extensive Investigation ◽  
Important Data ◽  
Impossible Task ◽  
The Given

The field of ionic liquid has gained rapid growth in recent years and occupied a forefront in green chemistry. As a useful instrument to the research and development of novel ionic liquids, the physical properties are of utmost importance. Thus, great efforts have been made to obtain these important data, as it is far from getting sufficient physiochemical information for intensive and extensive investigation which consequently becomes a bottleneck for the theoretical and applicable research of ionic liquids. Additionally, with the given immeasurable possible ionic liquids by various cation and anion combinations, it is an impossible task to find an ideal ionic liquid with desired physical properties using conventionally "try and error" process. For these reasons, exploration of novel prediction models for physical properties of ionic liquid is imperative. This paper gives an overview of recent progress of various prediction models.

Synthesis, magnetism, aqueous-two phase formation and physical properties of novel guanidinium-based magnetic ionic liquids

RSC Advances ◽  
2016 ◽  
Vol 6 (58) ◽  
pp. 52898-52904 ◽  
Author(s):  
Tian Yao ◽  
Shun Yao ◽  
Dan Tang ◽  
Long Jing ◽  
Daocai Wang ◽  
...  
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Physical Properties ◽  
Phase Formation ◽  
Two Phase ◽  
Magnetic Ionic Liquids ◽  
Aqueous Two Phase Systems ◽  
Magnetic Ionic Liquid ◽  
Phase Systems

A novel magnetic ionic liquid aqueous two-phase systems (MILATPs) has been developed, based on a series of novelly synthesized guanidinium-based magnetic ionic liquids.

Plasmonic behavior of ionic liquid stabilized gold nanoparticles in molecular solvents

2017 ◽  
Vol 41 (21) ◽  
pp. 12989-12995 ◽  
Author(s):  
Sachin Thawarkar ◽  
Balu Thombare ◽  
Nageshwar D. Khupse
Keyword(s):  
Gold Nanoparticles ◽  
Ionic Liquid ◽  
Ionic Liquids ◽  
Surface Plasmon Resonance ◽  
Dielectric Properties ◽  
Surface Plasmon ◽  
Plasmon Resonance ◽  
Facile Synthesis ◽  
Imidazolium Ionic Liquids ◽  
Molecular Solvents

In this paper, we have demonstrated the facile synthesis of stable gold nanoparticles (AuNPs) using imidazolium ionic liquids (ImILs) as a stabilizer as well as a surfactant and their surface plasmon resonance (SPR) in different molecular solvents with varying dielectric properties.

scholarly journals Heterogeneous Catalysis with the Participation of Ionic Liquids

Catalysts ◽  
2020 ◽  
Vol 10 (11) ◽  
pp. 1227 ◽  
Author(s):  
Olga Bartlewicz ◽  
Izabela Dąbek ◽  
Anna Szymańska ◽  
Hieronim Maciejewski
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Heterogeneous Catalysis ◽  
Recent Progress ◽  
Heterogeneous Systems ◽  
High Viscosity ◽  
High Price ◽  
Solid Catalysts ◽  
Supported Ionic Liquid ◽  
Homogeneous Systems

This mini-review briefly describes the recent progress in the design and development of catalysts based on the presence of ionic liquids. In particular, the focus was on heterogeneous systems (supported ionic liquid (IL) phase catalysts (SILPC), solid catalysts with ILs (SCILL), porous liquids), which due to the low amounts of ionic liquids needed for their production, eliminate basic problems observed in the case of the employment of ionic liquids in homogeneous systems, such as high price, high viscosity, and efficient isolation from post-reaction mixtures.

Towards solvent-controlled reactivity in ionic liquids

2013 ◽  
Vol 85 (10) ◽  
pp. 1979-1990 ◽  
Author(s):  
Hon Man Yau ◽  
Sinead T. Keaveney ◽  
Bradley J. Butler ◽  
Eden E. L. Tanner ◽  
Max S. Guerry ◽  
...  
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Mole Fraction ◽  
Reaction Coordinate ◽  
Ionic Solvent ◽  
Molecular Solvents

Ionic liquids are frequently touted as alternatives to traditional molecular solvents but are limited in their applicability as the outcome of reactions may be altered on moving from a molecular to an ionic solvent. This manuscript summarizes our progress towards a predictive framework through understanding how ionic solvents affect organic processes, with an emphasis on how these findings might be applied. Particularly, we will consider the importance of the mole fraction of the ionic liquid used, including some hitherto undisclosed results, as well as the importance of understanding the key interactions of the solvent with the components along the reaction coordinate.

scholarly journals Ionic Liquid-Assisted Grinding: An Electrophilic Fluorination Benchmark

Molecules ◽  
2021 ◽  
Vol 26 (19) ◽  
pp. 5756
Author(s):  
Pavel A. Zaikin ◽  
Ok Ton Dyan ◽  
Innokenty R. Elanov ◽  
Gennady I. Borodkin
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Vacuum Sublimation ◽  
Dicarbonyl Compounds ◽  
Careful Choice ◽  
Electrophilic Fluorination ◽  
Lower Viscosity ◽  
Speed Up ◽  
High Yields ◽  
Molecular Solvents

We demonstrated the influence of liquid additives on the rate and selectivity of mechanochemical fluorination of aromatic and 1,3-dicarbonyl compounds with F-TEDA-BF4. Substoichiometric catalytic quantities of ionic liquids speed up the reaction. We proposed an improved protocol for ionic liquids-assisted fluorination that allows easy and efficient isolation of fluorinated products by vacuum sublimation. A careful choice of additive results in high yields of fluorinated products and low E-factor for the overall process. Here, we report a benchmarking study of various ionic liquids in comparison with representative molecular solvents. A lower viscosity of ionic liquid additive is typically associated with higher yields and a higher degree of difluorination. Ionic liquids with fluorous anions (triflate and triflimide) are shown to be the most efficient catalysts for ionic liquid-assisted grinding.

Influence of chloride, water, and organic solvents on the physical properties of ionic liquids

2000 ◽  
Vol 72 (12) ◽  
pp. 2275-2287 ◽  
Author(s):  
Kenneth R. Seddon ◽  
Annegret Stark ◽  
María-José Torres
Keyword(s):  
Ionic Liquids ◽  
Physical Properties ◽  
Mole Fraction ◽  
Systematic Study ◽  
Room Temperature ◽  
Room Temperature Ionic Liquids ◽  
Effect Of Impurities ◽  
Chloride Water ◽  
Molecular Solvents ◽  
Viscosity Changes

We report here the first systematic study of the effect of impurities and additives (e.g., water, chloride, and cosolvents) on the physical properties of room-temperature ionic liquids. Remarkably, it was discovered that the viscosity of mixtures was dependent mainly on the mole fraction of added molecular solvents and only to a lesser extent upon their identity, allowing viscosity changes during the course of a reaction to be entirely predictable. While the addition of such molecular solvents decreases the viscosity and density, chloride impurities, arising from the preparation of the ionic liquids, increase viscosity dramatically. The commonly used methods of preparation were validated with respect to chloride impurity.

Ionic liquid regioisomers: structure effect on the thermal and physical properties

2015 ◽  
Vol 39 (3) ◽  
pp. 1563-1566 ◽  
Author(s):  
John D. Watkins ◽  
Elliot A. Roth ◽  
Michael Lartey ◽  
Erik Albenze ◽  
Mingjiang Zhong ◽  
...  
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Physical Properties ◽  
Alkyl Group ◽  
Structure Effect ◽  
Side Group ◽  
Group Placement ◽  
A Minor

Effects of side group placement was studied on triazolium ionic liquids and how a minor change in alkyl group placement results in very different properties.

scholarly journals Thermoresponsive polyelectrolytes derived from ionic liquids

2015 ◽  
Vol 6 (12) ◽  
pp. 2163-2178 ◽  
Author(s):  
Yuki Kohno ◽  
Shohei Saita ◽  
Yongjun Men ◽  
Jiayin Yuan ◽  
Hiroyuki Ohno
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Organic Solvents ◽  
Recent Progress ◽  
Phase Behaviour ◽  
Potential Applications

In this review we summarise recent progress on the design, properties, and potential applications of ionic liquid-derived polyelectrolytes showing thermoresponsive phase behaviour after mixing with water or other organic solvents.

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