scholarly journals Lateral lithiation in deep eutectic solvents: regioselective functionalization of substituted toluene derivatives

2020 ◽  
Vol 56 (16) ◽  
pp. 2391-2394 ◽  
Author(s):  
Davide Arnodo ◽  
Simone Ghinato ◽  
Stefano Nejrotti ◽  
Marco Blangetti ◽  
Cristina Prandi

Ultrafast heteroatom-directed lateral lithiation of substituted toluene derivatives using choline chloride-based eutectic mixtures as bio-inspired sustainable reaction media.

Catalysts ◽  
2020 ◽  
Vol 10 (9) ◽  
pp. 1013
Author(s):  
Santiago Nahuel Chanquia ◽  
Lei Huang ◽  
Guadalupe García Liñares ◽  
Pablo Domínguez de María ◽  
Selin Kara

Alcohol dehydrogenase (ADH) catalyzed reductions in deep eutectic solvents (DESs) may become efficient and sustainable alternatives to afford alcohols. This paper successfully explores the ADH-catalyzed reduction of ketones and aldehydes in a DES composed of choline chloride and 1,4-butanediol, in combination with buffer (Tris-HCl, 20% v/v). 1,4-butanediol (a DES component), acts as a smart cosubstrate for the enzymatic cofactor regeneration, shifting the thermodynamic equilibrium to the product side. By means of the novel DES media, cyclohexanone reduction was optimized to yield maximum productivity with low enzyme amounts (in the range of 10 g L−1 d−1). Notably, with the herein developed reaction media, cinnamaldehyde was reduced to cinnamyl alcohol, an important compound for the fragrance industry, with promising high productivities of ~75 g L−1 d−1.


2018 ◽  
Vol 20 (15) ◽  
pp. 3468-3475 ◽  
Author(s):  
Luciana Cicco ◽  
Nicolás Ríos-Lombardía ◽  
María J. Rodríguez-Álvarez ◽  
Francisco Morís ◽  
Filippo M. Perna ◽  
...  

Transition-metal complexes and purified ketoreductases work together in eutectic mixtures for the synthesis of enantiopure secondary alcohols.


2020 ◽  
Vol 16 (4) ◽  
pp. 478-494 ◽  
Author(s):  
Florentina Golgovici ◽  
Liana Anicai ◽  
Andreea Florea ◽  
Teodor Visan

Background: Deep eutectic solvents (DESs) represent a new generation of ionic liquids which are widely promoted as “green solvents”. They are gaining widespread application in materials chemistry and electrochemistry. DESs are defined as eutectic mixtures of quaternary ammonium salt with a hydrogen bond donor in certain molar ratios. Their use as solvents for electrochemical synthesis of conducting polymers could influence the polymer properties and reduce their economic cost. Objective: This review presents the most recent results regarding the electropolymerization of common conductive polymers involving choline chloride based ionic liquids. New findings from our laboratory on the electrochemical growth of conductive polymers are also discussed. Methods: The electrochemical polymerization mechanisms during synthesis of polypyrrole (PPy), polyaniline (PANI) and poly(3,4-ethylenedioxythiophene) (PEDOT) using various formulations of DESs are reviewed, as well as their characteristics, mainly from surface morphology view point. Results: Some general information related to the preparation and characterization of DESs is also presented, followed by an overview of the recent advances in the field of electropolymerization using DESs. Conclusion: Electropolymerization of conducting polymers involving DESs represents an attractive route of synthesis due to their compositional flexibility which makes possible the preparation of unlimited formulations further influencing the polymer morphology and properties. The use of these inexpensive eutectic mixtures has a large potential to contribute to the development of more sustainable technological processes meeting many of the required features characteristic to the green chemistry.


Catalysts ◽  
2021 ◽  
Vol 11 (6) ◽  
pp. 655
Author(s):  
Chiara Allegretti ◽  
Francesco G. Gatti ◽  
Stefano Marzorati ◽  
Letizia Anna Maria Rossato ◽  
Stefano Serra ◽  
...  

The use of Reactive Deep Eutectic Solvents (RDESs) in the preparation of polar head modified phospholipids (PLs) with phospholipase D (PLD)-catalyzed biotransformations has been investigated. Natural phosphatidylcholine (PC) has been submitted to PLD-catalyzed transphosphatidylations using a new reaction medium composed by a mixture of RDES/buffer. Instead of exploiting deep eutectic solvents conventionally, just as the reaction media, these solvents have been designed here in order to contribute actively to the synthetic processes by participating as reagents. RDESs were prepared using choline chloride or trimethyl glycine as hydrogen-bond acceptors and glycerol or ethylene glycol, as hydrogen-bond donors as well as nucleophiles for choline substitution. Specifically designed RDES/buffer reaction media allowed the obtainment of PLs with optimized yields in the perspective of a sustainable process implementation.


2020 ◽  
Vol 16 ◽  
pp. 1915-1923 ◽  
Author(s):  
Paola Vitale ◽  
Luciana Cicco ◽  
Ilaria Cellamare ◽  
Filippo M Perna ◽  
Antonio Salomone ◽  
...  

We report that phenacyl azides are key compounds for a regiodivergent synthesis of valuable, functionalized imidazole (32–98% yield) and pyrimidine derivatives (45–88% yield), with a broad substrate scope, when using deep eutectic solvents [choline chloride (ChCl)/glycerol (1:2 mol/mol) and ChCl/urea (1:2 mol/mol)] as environmentally benign and non-innocent reaction media, by modulating the temperature (25 or 80 °C) in the presence or absence of bases (Et3N).


2016 ◽  
Vol 4 (2) ◽  
pp. 478-488 ◽  
Author(s):  
Nieves López-Salas ◽  
María C. Gutiérrez ◽  
Conchi O. Ania ◽  
Miguel A. Muñoz-Márquez ◽  
M. Luisa Ferrer ◽  
...  

Deep eutectic solvents (DESs) composed of resorcinol, either 2-cyanophenol or 4-cyanophenol, and choline chloride were used for the synthesis of hierarchical nitrogen-doped carbon molecular sieves.


2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Yongzhuang Liu ◽  
Noemi Deak ◽  
Zhiwen Wang ◽  
Haipeng Yu ◽  
Lisanne Hameleers ◽  
...  

AbstractStabilization of reactive intermediates is an enabling concept in biomass fractionation and depolymerization. Deep eutectic solvents (DES) are intriguing green reaction media for biomass processing; however undesired lignin condensation is a typical drawback for most acid-based DES fractionation processes. Here we describe ternary DES systems composed of choline chloride and oxalic acid, additionally incorporating ethylene glycol (or other diols) that provide the desired ‘stabilization’ function for efficient lignocellulose fractionation, preserving the quality of all lignocellulose constituents. The obtained ethylene-glycol protected lignin displays high β-O-4 content (up to 53 per 100 aromatic units) and can be readily depolymerized to distinct monophenolic products. The cellulose residues, free from condensed lignin particles, deliver up to 95.9 ± 2.12% glucose yield upon enzymatic digestion. The DES can be recovered with high yield and purity and re-used with good efficiency. Notably, we have shown that the reactivity of the β-O-4 linkage in model compounds can be steered towards either cleavage or stabilization, depending on DES composition, demonstrating the advantage of the modular DES composition.


Soft Matter ◽  
2021 ◽  
Author(s):  
Meng Sun ◽  
Qintang Li ◽  
Xiao Chen

Luminescent gels have been successfully fabricated through the self-assembly of sodium cholate and a europium ion in choline chloride-based deep eutectic solvents.


2021 ◽  
Vol 23 (3) ◽  
pp. 1300-1311 ◽  
Author(s):  
Dasom Jung ◽  
Jae Back Jung ◽  
Seulgi Kang ◽  
Ke Li ◽  
Inseon Hwang ◽  
...  

The in vitro and in vivo studies suggest that choline chloride-based deep eutectic solvents may not be considered as pure, safe mixtures even if they consist of safe compounds.


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