Hydrogen bonding-catalysed alcoholysis of propylene oxide at room temperature

2021 ◽  
Author(s):  
Yueting Xu ◽  
Yanfei Zhao ◽  
Fengtao Zhang ◽  
Yuepeng Wang ◽  
Ruipeng Li ◽  
...  

Alcoholysis of propylene oxide is achieved over azolate ionic liquids at room temperature by hydrogen-bonding catalysis, accessing glycol ethers in moderate to high yields with selectivity of >99%.

2019 ◽  
Author(s):  
Ming Chen ◽  
Xihan Yu

Carbonyl sulfide (OCS), the component of volcanic emission, has been found to induce the condensation of amino acids under simulated primordial earth conditions. However, the applications of OCS in peptide chemical synthesis is still limited by their heterogeneities and low efficiencies. We herein report an OCS-mediated approach for solid-phase peptide synthesis using amino acid ionic liquids as recyclable reactants. The coupling reactions required no base and solvent and was completed in minutes at room temperature. The applicability and sustainability of this approach were demonstrated by the facile syntheses of peptides with remarkably high yields.


2002 ◽  
Vol 4 (5) ◽  
pp. 517-520 ◽  
Author(s):  
Ajay Aggarwal ◽  
N. Llewellyn Lancaster ◽  
Alick R. Sethi ◽  
Tom Welton

Molecules ◽  
2021 ◽  
Vol 26 (2) ◽  
pp. 355
Author(s):  
Fabricio R. Bisogno ◽  
Rosario Fernández ◽  
Jose María Lassaletta ◽  
Gonzalo de de Gonzalo

Room temperature ionic liquids (RTILs) have been widely used as (co)solvents in several catalytic processes modifying, in most of the cases, the catalyst activity and/or the selectivity for the studied reactions. However, there are just a few examples of their use in hydrogen bonding organocatalysis. In this paper, we show the positive effect of a set of imidazole-based ionic liquids ([bmim]BF4 and [hmim]PF6) in the enantioselective addition of formaldehyde tert-butylhydrazone to prochiral α-keto esters catalyzed by a sugar-based chiral thiourea. Reactions performed in the presence of low percentages of RTILs led to an increase of the catalyst activity, thereby making possible to work at lower temperatures. Thus, the chiral tert-butyl azomethyl tertiary alcohols could be obtained with moderate to good conversions and higher enantioselectivities for most of the studied substrates when using up to 30 vol% of [hmim]PF6 as a cosolvent in processes performed in toluene.


2017 ◽  
Vol 19 (14) ◽  
pp. 3225-3237 ◽  
Author(s):  
M. Hummel ◽  
M. Markiewicz ◽  
S. Stolte ◽  
M. Noisternig ◽  
D. E. Braun ◽  
...  

Fluoroalkylations of the medicinal drug 1-methyl-3H-imidazole-2-thione provide high yields of superior surfactants with reduced toxicity.


2011 ◽  
Vol 15 (07n08) ◽  
pp. 560-574 ◽  
Author(s):  
Hai-Jun Xu ◽  
Claude P. Gros ◽  
Stéphane Brandès ◽  
Pei-Yu Ge ◽  
Hubert H. Girault ◽  
...  

A series of 11 low melting ionic liquids based on meso-substituted A3B -porphyrins and A2B2-porphyrins containing one or two pyridyl substituents have been synthesized in high yields. Three of them are liquids at room temperature. All these porphyrinic salts were characterized by1H NMR,19F NMR, MALDI-TOF mass spectrometry, elemental analysis and UV-visible spectroscopy. The thermal properties and conductivity values of these salt derivatives have been also measured. A specific conductivity value of up to 4 mS.cm-1could be obtained for a compound having the counter-anion B(C6F5)4-.


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