New alkoxymethyl-functionalized pyridinium-based chiral ionic liquids: synthesis, characterization and properties

Gondal, Humaira Yasmeen; Mumtaz, Salma; Abbaskhan, Ahmed; Mumtaz, Nargis; Cano, Israel

doi:10.1007/s11696-020-01135-z

Cited by 17 publications

(5 citation statements)

References 78 publications

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“…In 2020, Cano’s group 44 synthesized and examined the catalytic efficiency of an array of chiral CILs derived from pyridine-(+)-menthol ( 58a – d ), pyridine-(+)-isopinocampheol ( 59a – d ), and pyridine-(+)-fenchol ( 60a – d ) (Scheme 15 , A). It was observed that all these catalysts afforded low enantioselectivities for the asymmetric reductions of acetophenone (0–8% ee) and 2-acetylphenol (0–12% ee) using NaBH 4 as the reductant.…”

Section: Chiral Ionic Liquid Organocatalystsmentioning

confidence: 99%

Recent Advances in Organocatalyzed Asymmetric Reduction of Prochiral Ketones: An Update

Qin

Han

2021

Synthesis

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Chiral alcohols are important synthetic intermediates or building blocks for the diverse synthesis of drugs, agrochemicals, and natural products. Asymmetric reduction of prochiral ketones has been the most popularly investigated method for accessing chiral alcohols. In this regard, the organocatalyzed asymmetric reduction as a complementary of transition-metal- and enzyme-catalyzed reactions have attracted tremendous interest in the past decades due to the nature of metal-free and easy operation, as well as, principly, the ease of recovery and reuse of catalysts. Following up a comprehensive overview on organocatalyzed asymmetric reduction of prochiral ketones in early 2018, this short review is intended to summarize the recent progress in this area from the beginning of the year 2018 to the end of Aug. 2021.

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Section: Chiral Ionic Liquid Organocatalystsmentioning

confidence: 99%

Recent Advances in Organocatalyzed Asymmetric Reduction of Prochiral Ketones: An Update

Qin

Han

2021

Synthesis

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“…Ionic liquids have been widely used in different fields like pharmaceutical, oil and gas, and chemical industries [ 53 , 54 , 55 , 56 , 57 , 58 ], such as in pharmaceutical products manufacturing [ 59 , 60 , 61 , 62 ], viscosity modifiers [ 63 ], desulfurization of liquid fuels [ 64 ], and liquid-liquid extraction [ 65 , 66 , 67 ]. Several types of ionic liquids, such as polymeric ionic liquids [ 68 , 69 , 70 ], double salt ionic liquids [ 71 ], dicationic ionic liquids [ 72 , 73 , 74 , 75 ], deep eutectic solvents [ 76 , 77 , 78 , 79 ], chiral ionic liquids [ 80 ], and solvate ionic liquids [ 81 , 82 ], have been synthesized for different aforementioned purposes.…”

Section: Ionic Liquid Demulsificationmentioning

confidence: 99%

Application of Ionic Liquids for Chemical Demulsification: A Review

Hassanshahi

2020

Molecules

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In recent years, ionic liquids have received increasing interests as an effective demulsifier due to their characteristics of non-flammability, thermal stability, recyclability, and low vapor pressure. In this study, emulsion formation and types, chemical demulsification system, the application of ionic liquids as a chemical demulsifier, and key factors affecting their performance were comprehensively reviewed. Future challenges and opportunities of ionic liquids application for chemical demulsification were also discussed. The review indicted that the demulsification performance was affected by the type, molecular weight, and concentration of ionic liquids. Moreover, other factors, including the salinity of aqueous phase, temperature, and oil types, could affect the demulsification process. It can be concluded that ionic liquids can be used as a suitable substitute for commercial demulsifiers, but future efforts should be required to develop non-toxic and less expensive ionic liquids with low viscosity, and the demulsification efficiency could be improved through the application of ionic liquids with other methods such as organic solvents.

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“…In the recent time, computational investigation has attracted the scientific community because of their useful applications in order to predict and calculate the optoelectronic properties of the newly prepared organic compound such as peptoids [22], chalcones and β-hydroxy carbonyl compounds [23,24], hydrazones [25,26], piperidone derivatives [27], functionalized esters, [28] phosphonates [29], functionalized indoles [30], monocarbonyl curcuminoids [31,32], unsymmetrical acyl thioureas [33], functionalized pyrimidines [34,35], imine-based Zwitterions [36] as well as organic salt systems [37,38]. In continuation of our recent reports on the organic salts [39][40][41][42][43] and benzozole derivatives [44][45][46], the current study is focused on the design, synthesis and characterization of benzimidazolium salts and the computational exploration of their prospective optoelectronic properties.…”

Section: Introductionmentioning

confidence: 99%

Benzimidazolium quaternary ammonium salts: synthesis, single crystal and Hirshfeld surface exploration supported by theoretical analysis

Jamil,

Gondal,

Ali

et al. 2024

R. Soc. Open Sci.

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Owing to the broad applications of quaternary ammonium salts (QAS), we present the synthesis of benzimidazolium-based analogues with variation in the alkyl and alkoxy group at N-1 and N-3 positions. All the compounds were characterized by spectroscopic techniques and found stable to air and moisture both in the solid and solution state. Moreover, molecular structures were established through single-crystal X-ray diffraction studies. The crystal packing of the compounds was stabilized by numerous intermolecular interactions explored by Hirshfeld surface analysis. The enrichment ratio was calculated for the pairs of chemical species to acquire the highest propensity to form contacts. Void analysis was carried out to check the mechanical response of the compounds. Furthermore, theoretical investigations were also performed to explore the optoelectronic properties of compounds. Natural population analysis (NPA) has been conducted to evaluate the distribution of charges on the synthesized compounds, whereas high band gaps of the synthesized compounds by frontier molecular orbital (FMO) analysis indicated their stability. Nonlinear optical (NLO) analysis revealed that the synthesized QAS demonstrates significantly improved NLO behaviour than the standard urea.

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New alkoxymethyl-functionalized pyridinium-based chiral ionic liquids: synthesis, characterization and properties

Cited by 17 publications

References 78 publications

Recent Advances in Organocatalyzed Asymmetric Reduction of Prochiral Ketones: An Update

Recent Advances in Organocatalyzed Asymmetric Reduction of Prochiral Ketones: An Update

Application of Ionic Liquids for Chemical Demulsification: A Review

Benzimidazolium quaternary ammonium salts: synthesis, single crystal and Hirshfeld surface exploration supported by theoretical analysis

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