Themed collection Non-traditional solvent effects in organic reactions

23 items
Editorial

Non-traditional solvent effects in organic reactions

This special cross-journal collection of Organic and Biomolecular Chemistry (OBC) and Physical Chemistry Chemical Physics (PCCP) is dedicated to non-traditional solvent effects in organic reactions.

Graphical abstract: Non-traditional solvent effects in organic reactions
Perspective

Deep eutectic solvents as non-traditionally multifunctional media for the desulfurization process of fuel oil

This review summarizes the physicochemical properties of deep eutectic solvents (DESs) and their applications for the desulfurization processes of fuel oil. Moreover, current challenges and future opportunity are discussed.

Graphical abstract: Deep eutectic solvents as non-traditionally multifunctional media for the desulfurization process of fuel oil
From the themed collection: PCCP Perspectives
Review Article

Advances in deep eutectic solvents and water: applications in metal- and biocatalyzed processes, in the synthesis of APIs, and other biologically active compounds

This review highlights recent advances in metal- and biocatalyzed transformations, in the synthesis of APIs and other biologically active compounds, when employing deep eutectic solvents and water as environmentally responsible solvents.

Graphical abstract: Advances in deep eutectic solvents and water: applications in metal- and biocatalyzed processes, in the synthesis of APIs, and other biologically active compounds
Review Article

Ionic liquids: “normal” solvents or nanostructured fluids?

This review provides an overview of the literature from 2010 to the present day, covering the effect of ionic liquids (ILs) on organic reactivity. Two major viewpoints emerge, based on linear solvation energy relationships or nanostructure of ILs.

Graphical abstract: Ionic liquids: “normal” solvents or nanostructured fluids?
Review Article

The role of intermolecular forces in ionic reactions: the solvent effect, ion-pairing, aggregates and structured environment

A general view of the medium effects on ionic reactions involves the solvent effect, ion pairing, formation of aggregates and structured environment.

Graphical abstract: The role of intermolecular forces in ionic reactions: the solvent effect, ion-pairing, aggregates and structured environment
Paper

How the external solvent in biocompatible reverse micelles can improve the alkaline phosphatase behavior

Hydrolysis of 1-naphthyl phosphate by alkaline phosphatase in biocompatible reverse micelles.

Graphical abstract: How the external solvent in biocompatible reverse micelles can improve the alkaline phosphatase behavior
Paper

Formation of water-in-oil microemulsions within a hydrophobic deep eutectic solvent

The neoteric, non-toxic, and inexpensive hydrophobic deep eutectic solvents as potential alternative to toxic organic solvents as oil phase in water-in-oil microemulsions.

Graphical abstract: Formation of water-in-oil microemulsions within a hydrophobic deep eutectic solvent
Paper

Rapid relaxation NMR measurements to predict rate coefficients in ionic liquid mixtures. An examination of reaction outcome changes in a homologous series of ionic liquids

Rate coefficient and spin–spin relaxation time measurements are used to understand and predict solvent effects in ionic liquids.

Graphical abstract: Rapid relaxation NMR measurements to predict rate coefficients in ionic liquid mixtures. An examination of reaction outcome changes in a homologous series of ionic liquids
Paper

Aerobic α-hydroxylation of 2-Me-1-tetralone in 1-alkyl-3-methylimidazolium ionic liquids

The aerobic α-hydroxylation of 2-Me-1-tetralone was investigated in imidazol-based ionic liquids (ILs), where the mesoscopic structure of ILs was found crucial for the reaction rate.

Graphical abstract: Aerobic α-hydroxylation of 2-Me-1-tetralone in 1-alkyl-3-methylimidazolium ionic liquids
Paper

Taking advantage of lithium monohalocarbenoid intrinsic α-elimination in 2-MeTHF: controlled epoxide ring-opening en route to halohydrins

Lithium monohalocarbenoids are useful synthons for conducting C1-homologations, although their high tendency to undergo degradative α-elimination, leading to a lithium halide and a free carbene, is the main drawback for expanding their use in synthesis.

Graphical abstract: Taking advantage of lithium monohalocarbenoid intrinsic α-elimination in 2-MeTHF: controlled epoxide ring-opening en route to halohydrins
From the themed collection: Synthetic methodology in OBC
Paper

Copper-catalyzed Goldberg-type C–N coupling in deep eutectic solvents (DESs) and water under aerobic conditions

A scalable CuI-catalyzed Goldberg C–N coupling between aryl iodides and amides is reported either in DESs or in water.

Graphical abstract: Copper-catalyzed Goldberg-type C–N coupling in deep eutectic solvents (DESs) and water under aerobic conditions
From the themed collection: Catalysis & biocatalysis in OBC
Paper

Nucleophilic degradation of diazinon in thermoreversible polymer–polymer aqueous biphasic systems

Polymer–polymer aqueous two-phase systems involve thermoreversible reaction–separation processes in the nucleophilic degradation of diazinon and further separation of the reaction products.

Graphical abstract: Nucleophilic degradation of diazinon in thermoreversible polymer–polymer aqueous biphasic systems
Paper

Insights on the catalytic behaviour of sulfonic acid-functionalized ionic liquids (ILs) in transesterification reactions – voltammetric characterization of sulfonic task-specific ILs with bisulfate anions

Cyclic voltammetry measurements on imidazolic ionic liquids with sulfonic acid groups and bisulfate counterions revealed that they work as efficient reservoirs of sulfuric acid and are able to dose it on demand to uphold an efficient acid catalysis.

Graphical abstract: Insights on the catalytic behaviour of sulfonic acid-functionalized ionic liquids (ILs) in transesterification reactions – voltammetric characterization of sulfonic task-specific ILs with bisulfate anions
Paper

Machine learning approaches to understand and predict rate constants for organic processes in mixtures containing ionic liquids

Machine learning models were developed for an organic reaction in ionic liquids and validated on a selection of ionic liquids.

Graphical abstract: Machine learning approaches to understand and predict rate constants for organic processes in mixtures containing ionic liquids
Paper

On the role of water in the hydrogen bond network in DESs: an ab initio molecular dynamics and quantum mechanical study on the urea–betaine system

We herein report an ab initio molecular dynamics study on a natural DES composed of urea and betaine in a 3 : 2 ratio, as a test case for evaluating the water effect.

Graphical abstract: On the role of water in the hydrogen bond network in DESs: an ab initio molecular dynamics and quantum mechanical study on the urea–betaine system
Paper

Hydrogen bond donor functionalized poly(ionic liquid)s for efficient synergistic conversion of CO2 to cyclic carbonates

A series of heterogeneous catalysts, combined hydrogen bond donors and ionic liquids, are reported for efficient CO2 cycloaddition with epoxides.

Graphical abstract: Hydrogen bond donor functionalized poly(ionic liquid)s for efficient synergistic conversion of CO2 to cyclic carbonates
Paper

Mechanistic insights into carbon dioxide utilization by superoxide ion generated electrochemically in ionic liquid electrolyte

Understanding the reaction mechanism that controls the one-electron electrochemical reduction of oxygen is essential for sustainable use of the superoxide ion (O2˙) for CO2 conversion.

Graphical abstract: Mechanistic insights into carbon dioxide utilization by superoxide ion generated electrochemically in ionic liquid electrolyte
Paper

Deep eutectic solvent as solvent and catalyst: one-pot synthesis of 1,3-dinitropropanes via tandem Henry reaction/Michael addition

1,3-Dinitropropane derivatives were obtained in a simple one-pot procedure from nitromethane and aromatic aldehydes by combining MW irradiation and the use of DES as both catalyst and solvent.

Graphical abstract: Deep eutectic solvent as solvent and catalyst: one-pot synthesis of 1,3-dinitropropanes via tandem Henry reaction/Michael addition
Paper

Controlling the outcome of SN2 reactions in ionic liquids: from rational data set design to predictive linear regression models

An iterative, combined experimental and computational approach towards predicting reaction rate constants in ionic liquids is presented.

Graphical abstract: Controlling the outcome of SN2 reactions in ionic liquids: from rational data set design to predictive linear regression models
Paper

Microwave-assisted nucleophilic degradation of organophosphorus pesticides in propylene carbonate

Degradation of organophosphorus pesticides was achieved by using microwaves, an ionic liquid and propylene carbonate.

Graphical abstract: Microwave-assisted nucleophilic degradation of organophosphorus pesticides in propylene carbonate
Paper

The effect of bisimidazolium-based ionic liquids on a bimolecular substitution process. Are two head(group)s better than one?

Bisimidazolium-based ionic liquids generally result in greater rate constants than the corresponding monocationic salts. The effect depends on the length of the bridging chain; likely due to a change in the mode of interactions in solution.

Graphical abstract: The effect of bisimidazolium-based ionic liquids on a bimolecular substitution process. Are two head(group)s better than one?
Open Access Paper

The multifaceted effects of DMSO and high hydrostatic pressure on the kinetic constants of hydrolysis reactions catalyzed by α-chymotrypsin

The cosolvent DMSO and high pressure have antagonistic effects on the kinetic constants of α-chymotrypsin-catalyzed hydrolysis reactions.

Graphical abstract: The multifaceted effects of DMSO and high hydrostatic pressure on the kinetic constants of hydrolysis reactions catalyzed by α-chymotrypsin
Paper

Controlling the reactions of 1-bromogalactose acetate in methanol using ionic liquids as co-solvents

Using an ionic liquid in the solvent mixture for the reaction of a galactose substrate leads to changes in both the rate constant and the products as the solvent composition changes.

Graphical abstract: Controlling the reactions of 1-bromogalactose acetate in methanol using ionic liquids as co-solvents
23 items

About this collection

This special cross-journal collection of Organic and Biomolecular Chemistry (OBC) and Physical Chemistry Chemical Physics (PCCP) is dedicated to non-traditional solvent effects in organic reactions. The scope of this collection covers all aspects of solvent effects on organic reactivity - from the physical underpinnings through to synthetic utility in the areas of preparative, physical organic, and computational chemistry. A broad range of non-traditional solvents are covered including supercritical fluids, superheated solvents, eutectic mixtures, and ionic liquids. 

Guest Edited by: Jason Harper (University of New South Wales), Barbara Kirchner (Universität Bonn), Paulina Pavez G. (Pontificia Universidad Católica de Chile) and Tom Welton (Imperial College London).

Spotlight

Advertisements