Homogeneously-acid catalyzed oligomerization of glycerol

2015 ◽  
Vol 17 (8) ◽  
pp. 4307-4314 ◽  
Author(s):  
N. Sayoud ◽  
K. De Oliveira Vigier ◽  
Tatiana Cucu ◽  
Bruno De Meulenaer ◽  
Zhaoyu Fan ◽  
...  

Here, we report the oligomerization of glycerol in the presence of various Brønsted and Lewis acid catalysts. Under optimized conditions, oligoglycerols with an average degree of oligomerization of 3.4 were selectively obtained at 80% conversion of glycerol.

2017 ◽  
Vol 70 (10) ◽  
pp. 1082 ◽  
Author(s):  
Hassan A. K. Abd El-Aal

Unprecedented construction of a novel series of quinoline heteropolycycles (tetracyclic keto-analogues of [1,8]naphthyridinones, azepino-, azocino- and azonino[2,3-b]quinolinones systems) 10a–i by Friedel–Crafts cycliacylation reactions is described. Starting heterocyclic acids precursors 3a–i were prepared from easily accessible 2-chloroquinoline-3-carbaldehyde 1 via a three different synthetic pathways. Acid-catalyzed ring closures of the resulting tosylated acids were achieved under the influence of both Brønsted and Lewis acid catalysts. The present strategy enables a straightforward synthesis to fused tetracyclic quinolinone skeletons as demonstrated by concise and atom-economical syntheses.


Catalysts ◽  
2019 ◽  
Vol 9 (6) ◽  
pp. 534 ◽  
Author(s):  
Roberto Calmanti ◽  
Emanuele Amadio ◽  
Alvise Perosa ◽  
Maurizio Selva

The reactivity of glycerol with trimethyl orthoformate is here described with an emphasis on developing a reliable synthetic approach for glycerol valorization. The glycerol based orthoester 4-(dimethoxymethoxy)methyl)-2-methoxy-1,3-dioxolane (3) was synthesized, under catalytic as well as catalyst-free conditions, by taking advantage of the thermodynamically controlled equilibrium between intermediates. Both Brønsted and Lewis acid catalysts accelerated the attainment of such an equilibrium, particularly Brønsted acidic ionic liquids BSMImHSO4 and BSMImBr were the most effective compounds for this reaction. The kinetic profiles allowed the proposal of a mechanism that accounts for the selectivity of the reaction.


2015 ◽  
Vol 6 (3) ◽  
pp. 2016-2021 ◽  
Author(s):  
Michael H. Holthausen ◽  
Rashi R. Hiranandani ◽  
Douglas W. Stephan

A series of electrophilic bis-fluorophosphonium dications dervied from diphosphines with naphthalene- and (oligo)methylene-linkers is presented. The resulting Lewis acidity is demonstrated to depend on the spatial proximity between the P moieties as evidenced in several Lewis acid catalyzed transformations.


2014 ◽  
Vol 4 (9) ◽  
pp. 2877-2886 ◽  
Author(s):  
Rajamani Gounder

Microporous and mesoporous silicates with internal or external hydrophobic surfaces show differences in catalytic reactivity and stability in liquid water.


Catalysts ◽  
2021 ◽  
Vol 11 (11) ◽  
pp. 1395
Author(s):  
Cristina Megías-Sayago ◽  
Sara Navarro-Jaén ◽  
Fabien Drault ◽  
Svetlana Ivanova

One of the most trending topics in catalysis recently is the use of renewable sources and/or non-waste technologies to generate products with high added value. That is why, the present review resumes the advances in catalyst design for biomass chemical valorization. The variety of involved reactions and functionality of obtained molecules requires the use of multifunctional catalyst able to increase the efficiency and selectivity of the selected process. The use of glucose as platform molecule is proposed here and its use as starting point for biobased plastics production is revised with special attention paid to the proposed tandem Bronsted/Lewis acid catalysts.


1995 ◽  
Vol 73 (1) ◽  
pp. 56-60 ◽  
Author(s):  
Angela R. Suárez ◽  
Alejandra G. Suárez ◽  
Sandra E. Martín ◽  
María R. Mazzieri

The participation of ion-paired Lewis acid/Lewis base in the dehydrohalogenations of 1,2-dibromo-1,1 -diarylalkanes catalyzed by Fe0 and by Fe(II) and Fe(III) bromides was investigated. The reactivities of the catalyst employed were correlated with their chemical hardness. The influence of para substituents on the phenyl rings of the substrates and the results obtained in Lewis-acid-catalyzed and thermal dehydrobromination of the same compounds were compared. The experimental results could not be explained in terms of a Lewis-acid-catalyzed dehydrobromination. Keywords: dehydrohalogenation, bromoalkanes, Lewis acid catalysts, ion-pair mechanism.


Synthesis ◽  
2021 ◽  
Author(s):  
Zhao-Ying Yang ◽  
Ming Zhang ◽  
Xiao-Chen Wang

The development of chiral borane Lewis acid catalysts opened the door for transition-metal-free catalyzed asymmetric organic reactions. Herein, we have summarized our work on the preparation of two classes of novel chiral bicyclic bisborane Lewis acid catalysts derived from C2-symmetric [3.3.0] dienes and [4.4] dienes, respectively. These catalysts not only form frustrated Lewis pairs with Lewis bases to catalyze asymmetric hydrogenation reactions but also activate Lewis basic functional groups in traditional Lewis acid catalyzed asymmetric reactions.


Molecules ◽  
2018 ◽  
Vol 23 (11) ◽  
pp. 2887 ◽  
Author(s):  
Elisabet Pires ◽  
José García ◽  
Alejandro Leal-Duaso ◽  
José Mayoral ◽  
José García-Peiro ◽  
...  

We present an efficient and green methodology for the synthesis of glycerol monoethers, starting from glycidol and different alcohols, by means of heterogeneous acid catalysis. A scope of Brønsted and Lewis acid catalysts were applied to the benchmark reaction of glycidol and methanol. The selected catalysts were cationic exchangers, such as Nafion NR50, Dowex 50WX2, Amberlyst 15 and K10-Montmorillonite, both in their protonic form and exchanged with Al(III), Zn(II) and Fe(III). Thus, total conversions were reached in short times by using 1 and 5% mol catalyst loading and room temperature, without the need for excess glycidol or the presence of a solvent. Finally, these conditions and the best catalysts were successfully applied to the reaction of glycidol with several alcohols such as butanol or isopropanol.


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