Ionic Liquid Organocatalysts

Siyutkin, Dmitry E.; Kucherenko, Alexander S.; Zlotin, Sergei G.

doi:10.1002/9783527658862.ch22

Cited by 13 publications

(8 citation statements)

References 117 publications

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“…obtainedR DX nanoparticles by the rapid expansion of its solution in scCO 2 . However,t his correlation became weaker at higher pressures (23)(24)(25)(26)(27)(28)(29)(30). As ar esult, supersaturation is attained faster upon expansion to give the desired particles of RDX.…”

Section: Micronization Of Energetic Compounds In Sub-or Supercriticalmentioning

confidence: 99%

“…The pronounced acceleration effect of ILs has been observedi nD iels-Alder, [19] Michael addition, [20] Knoevenagel, [21] Baylis-Hillman, [22] crosscoupling, [23] and cyclocondensation reactions. [26][27][28][29] Supercritical CO 2 (scCO 2 )h as been often used in chemistry and chemical engineering as a green extracting agent of useful substances from plant and animal raw materials, [30] as an inexpensive and efficient eluent Ag lobal increasei ne nvironmental pollutiond emands the development of new "cleaner" chemical processes. [26][27][28][29] Supercritical CO 2 (scCO 2 )h as been often used in chemistry and chemical engineering as a green extracting agent of useful substances from plant and animal raw materials, [30] as an inexpensive and efficient eluent Ag lobal increasei ne nvironmental pollutiond emands the development of new "cleaner" chemical processes.…”

Section: Introductionmentioning

confidence: 99%

“…[24,25] Ta sk-specific ILs are useful recyclable organocatalysts of chemical (particularly asymmetric) reactions. [26][27][28][29] Supercritical CO 2 (scCO 2 )h as been often used in chemistry and chemical engineering as a green extracting agent of useful substances from plant and animal raw materials, [30] as an inexpensive and efficient eluent Ag lobal increasei ne nvironmental pollutiond emands the development of new "cleaner" chemical processes. Among urgenti mprovements, the replacement of traditional hydrocarbon-derived toxic organic solvents with neoteric solvents less harmful for the environment is one of the mostv ital issues.…”

Section: Introductionmentioning

confidence: 99%

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Prospective Symbiosis of Green Chemistry and Energetic Materials

et al. 2017

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A global increase in environmental pollution demands the development of new "cleaner" chemical processes. Among urgent improvements, the replacement of traditional hydrocarbon-derived toxic organic solvents with neoteric solvents less harmful for the environment is one of the most vital issues. As a result of the favorable combination of their unique properties, ionic liquids (ILs), dense gases, and supercritical fluids (SCFs) have gained considerable attention as suitable green chemistry media for the preparation and modification of important chemical compounds and materials. In particular, they have a significant potential in a specific and very important area of research associated with the manufacture and processing of high-energy materials (HEMs). These large-scale manufacturing processes, in which hazardous chemicals and extreme conditions are used, produce a huge amount of hard-to-dispose-of waste. Furthermore, they are risky to staff, and any improvements that would reduce the fire and explosion risks of the corresponding processes are highly desirable. In this Review, useful applications of almost nonflammable ILs, dense gases, and SCFs (first of all, CO ) for nitration and other reactions used for manufacturing HEMs are considered. Recent advances in the field of energetic (oxygen-balanced and hypergolic) ILs are summarized. Significant attention is paid to the SCF-based micronization techniques, which improve the energetic performance of HEMs through an efficient control of the morphology and particle size distribution of the HEM fine particles, and to useful applications of SCFs in HEM processing that makes them less hazardous.

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Section: Micronization Of Energetic Compounds In Sub-or Supercriticalmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Prospective Symbiosis of Green Chemistry and Energetic Materials

et al. 2017

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“…In this respect, ionic liquids (ILs) have been shown to be an ideal medium for covalent and non-covalent catalyst immobilization and regeneration, due to their low vapor pressure [1][2][3][4][5][6]. Moreover, ILs themselves can also be used as catalysts [7,8].…”

Section: Introductionmentioning

confidence: 99%

Ionic Liquids as Carbene Catalyst Precursors in the One-Pot Four-Component Assembly of Oxo Triphenylhexanoates (OTHOs)

Axelsson

Sundén

2015

Catalysts

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Ionic liquids (ILs) are a convenient and inexpensive source of N-heterocyclic carbenes (NHCs). In this study, dialkyl imidazolium-based ILs are used as carbene precursors in a four-component synthesis of oxo triphenylhexanoates (OTHOs), where it was found that IL outperformed commonly used NHC precatalysts in terms of reaction efficiency. The reaction is highly stereoselective, delivering the anti-diastereomer (20:1 dr), and the OTHOs can be obtained in high-to-excellent yields. By virtue of the four-component reaction-setup, facile construction of the OTHO scaffold with a diverse set of functional groups (21 examples) can be achieved. In the context of sustainability, the IL can be recovered and reused several times without affecting selectivity or yield. Moreover, most compounds can be isolated by precipitation and filtration, mitigating the use of solvent-demanding chromatography.

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“…Taking into account that the typical catalyst loading in organocatalyzed processes ranges 10-30% mol, a catalytic design leading to recoverable and recyclable systems would be highly desirable [22,23]. This goal can be accomplished by anchoring them to hydrophobic supports, such as organic or inorganic polymers or dendrimers [24], or even providing them with the correct amphiphilic character through a ion tag strategy [25].…”

Section: Introductionmentioning

confidence: 99%

Pursuing Chemical Efficiency by Using Supported Organocatalysts for Asymmetric Reactions under Aqueous Conditions

Guillena

Alonso²,

Baeza³

et al. 2015

COCAT

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Over the past decade, a great effort has been made by the chemical community to improve the efficiency and greenness of reactions. Merging the use of supported and recyclable organocatalysts and aqueous conditions to pursue this goal in the asymmetric synthesis of interesting enantioselective molecules lead to outstanding results in some cases. Progresses in this area also offer the possibility of having even more sustainable processes by implementing these reactions in the large scale production of chiral molecules using automated flow chemistry.

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Ionic Liquid Organocatalysts

Cited by 13 publications

References 117 publications

Prospective Symbiosis of Green Chemistry and Energetic Materials

Prospective Symbiosis of Green Chemistry and Energetic Materials

Ionic Liquids as Carbene Catalyst Precursors in the One-Pot Four-Component Assembly of Oxo Triphenylhexanoates (OTHOs)

Pursuing Chemical Efficiency by Using Supported Organocatalysts for Asymmetric Reactions under Aqueous Conditions

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