The complexes of copper with grafted ionic liquids in the environmentally important processes

Tarkhanova, I. G.; Zelikman, V. M.; Gantman, M. G.

doi:10.1016/j.apcata.2013.10.041

Cited by 12 publications

(2 citation statements)

References 32 publications

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“…To verify this assumption, the evolution of the thiol-metal complex was studied by the MAS NMR technique. As we have previously shown, [34,35] this technique can only be used when only univalent copper compounds are present, that is, copper-containing intermediates can thus be studied.…”

Section: Ligands Undergoing Successive Reduction and Oxidation Reactionsmentioning

confidence: 95%

Non-innocent ligands in copper complexes catalyzed oxidation of thiols

Gantman

Tarkhanova

Kolyagin

2016

Journal of Sulfur Chemistry

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Copper(II) chloride complexes with nitrogen-containing ligands (amines, amides, heterocycles) were studied as catalysts of selective oxidation of thiols to disulfides. This process has an important biochemical analogue -the formation of disulfide bridge in proteins [Wang C, Wesener SR, Zhang H, Cheng Y-Q. An FAD-dependent pyridine nucleotide-disulfide oxidoreductase is involved in disulfide bond formation in FK228 anticancer depsipeptide. Chem and Biol. 2009;16:585-593]; which affects their activity [Zhang L, Chou CP, Moo-Young M. Disulfide bond formation and its impact on the biological activity and stability of recombinant therapeutic proteins produced by Escherichia coli expression system. Biotech Adv. 2011;29:923-929]. Also, thiol oxidation is an important process of oil sweetening. The search for effective and stable catalysts for this reaction is still topical [Ganguly SK, Das G, Kumar S, Sain B, Garg MO. Mechanistic kinetics of catalytic oxidation of 1-butanethiol in light oil sweetening. Catal Tod. 2012;198:246-251]. This article describes a mechanistic study of thiol oxidation and non-innocent ligands transformations during this reaction. The studied ligands are capable of oxidizing thiols, the reaction being followed by reoxidation of the reduced forms of the ligands with air oxygen. The oxidative activity of the ligand correlates with catalyst activity for thiol oxidation. ARTICLE HISTORY

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Section: Ligands Undergoing Successive Reduction and Oxidation Reactionsmentioning

confidence: 95%

Non-innocent ligands in copper complexes catalyzed oxidation of thiols

Gantman

Tarkhanova

Kolyagin

2016

Journal of Sulfur Chemistry

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“…Two routes are usually adopted to covalently graft ILs to the surface of silica ( Figure 2 ): (I) halide-containing group (e.g., 3-chloropropyl) was firstly introduced on the surface of silica via the reaction between silane coupling agents (e.g., (3-chloropropyl)trimethyoxysilane (CPTMOS)) and silica. Subsequently, the ILs were immobilized on the surface of silica through quaternization reaction [ 28 , 29 , 30 , 31 ]. (II) The ILs containing halide group were firstly synthesized via the reaction between alkylimidazole and silane coupling agents, following the grafting ILs to the silica surface via alcohol condensation [ 27 , 32 , 33 ].…”

Section: Introductionmentioning

confidence: 99%

Adsorption and Purification of Baicalin from Scutellaria baicalensis Georgi Extract by Ionic Liquids (ILs) Grafted Silica

Fan

Zhang

2021

Molecules

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Baicalin which has multiple biological activities is the main active component of the root of Scutellaria baicalensis Georgi (SBG). Although its isolation and purification by adsorption methods have aroused much interest of the scientific community, it suffered from the poor selectivity of the adsorbents. In this work, an environmentally benign method was developed to prepare ionic liquids (ILs) grafted silica by using IL 1-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide ([C4mim]NTf2) and ethanol as reaction media. The IL 1-propyl-3-methylimidazolium chloride ([C3mim]Cl) grafted silica ([C3mim]+Cl−@SiO2) was used to adsorb and purify baicalin from the root extract of Scutellaria baicalensis Georgi (SBG). Experimental results indicated that the adsorption equilibrium can be quickly achieved (within 10 min). The adsorption behavior of [C3mim]+Cl−@SiO2 for baicalin was in good agreement with Langmuir and Freundlich models and the adsorption was a physisorption process as suggested by Dubinin–Radushkevich model. Compared with commercial resins, [C3mim]+Cl−@SiO2 showed the strongest adsorption ability and highest selectivity. After desorption and crystallization, a purity of baicalin as high as 96.5% could be obtained. These results indicated that the ILs grafted silica materials were promising adsorbents for the adsorption and purification of baicalin and showed huge potential in the purification of other bioactive compounds from natural sources.

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Efficient Aliphatic C−H Bond Oxidation Catalyzed by Manganese Complexes with Hydrogen Peroxide

Wang

Sun

et al. 2018

Chemistry An Asian Journal

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A tetradentate nitrogen ligand containing a benzimidazole ring and an electron-rich pyridine ring was developed, the resulting manganese complex exhibited good activity in the C-H oxidation of simple alkanes. In particular, cyclic aliphatic alkanes were transformed into ketones in very good yields (up to 89 %) by using environmentally benign H O as the terminal oxidant. This protocol was also applied successfully in benzylic C-H oxidation, giving the corresponding ketones with very good selectivities. In addition, tertiary C-H bond oxidation of complex molecules by the manganese complex showed potential utility for assembling alcohols with good selectivity in late-stage chemical synthesis.

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The complexes of copper with grafted ionic liquids in the environmentally important processes

Cited by 12 publications

References 32 publications

Non-innocent ligands in copper complexes catalyzed oxidation of thiols

Non-innocent ligands in copper complexes catalyzed oxidation of thiols

Adsorption and Purification of Baicalin from Scutellaria baicalensis Georgi Extract by Ionic Liquids (ILs) Grafted Silica

Efficient Aliphatic C−H Bond Oxidation Catalyzed by Manganese Complexes with Hydrogen Peroxide

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